SCHEMBL3475223

SCHEMBL3475223

C[C@H](O)CC=O

nearest known ligand 0.00

⚠ Novel chemotype — no close known analogue (best Tanimoto < 0.3). Unexplored chemical space relative to ChEMBL.

Similar compounds — the chemically nearest patent molecules

Nearest neighbours by Morgan-fingerprint cosine across the patent-compound collection, with each neighbour's top predicted target and the predicted targets it shares with this molecule.

Compoundsimilaritytop predictedshared targets
SCHEMBL9027 1.00
SCHEMBL10679392 1.00 TSHR (0.39)
SCHEMBL9026 1.00
SCHEMBL967188 0.97
Water SCHEMBL1204298 0.97
SCHEMBL25341328 0.97
SCHEMBL9765097 0.97
Methane SCHEMBL22130032 0.97
SCHEMBL7001703 0.97
SCHEMBL28439559 0.97

Similarity is cosine over the 2,048-bit Morgan fingerprint (≈ Tanimoto). Identical fingerprints score 1.00.

Patent provenance — the patents this molecule appears in, and who filed them

Claimed or disclosed in 112 patents. claimed = in the patent's claims; disclosed = body only.

PatentTitleAssigneePublishedPriorityFilingCountryStatus
US-20250368968-A1 ALDEHYDE DEHYDROGENASE VARIANTS AND METHODS OF USE AGAIN BIO APS (DK) 2025-12-04 US claimed
US-20250327099-A1 ALDEHYDE DEHYDROGENASE VARIANTS AND METHODS OF USE AGAIN BIO APS (DK) 2025-10-23 US claimed
EP-4419657-A1 ALDEHYDE DEHYDROGENASE VARIANTS AND METHODS OF USE Genomatica, Inc. (US) 2024-08-28 EP claimed
EP-4419656-A1 ALDEHYDE DEHYDROGENASE VARIANTS AND METHODS OF USE Genomatica, Inc. (US) 2024-08-28 EP claimed
WO-2024091705-A2 GENETICALLY ENGINEERED BACTERIUM FOR THE PRODUCTION OF 3-HYDROXYBUTYRATE ALLIANCE FOR SUSTAINABLE ENERGY, LLC (US) 2024-05-02 WO claimed
US-11807600-B2 Synthesis of novel ketone body analogs for use as a nutritional supplement ROZZONI SAMUEL J (US) 2023-11-07 US claimed
WO-2023069957-A1 ALDEHYDE DEHYDROGENASE VARIANTS AND METHODS OF USE GENOMATICA, INC. (US) 2023-04-27 WO claimed
WO-2023069952-A1 ALDEHYDE DEHYDROGENASE VARIANTS AND METHODS OF USE GENOMATICA, INC. (US) 2023-04-27 WO claimed
US-9434965-B2 Production method for organic acid using CoA-transferase SHOWA DENKO K.K. (JP) 2016-09-06 US claimed
CN-105518148-A Recombinant plants and microorganisms with a reverse glyoxylate shunt UNIV CALIFORNIA 2016-04-20 CN claimed
CN-104781409-A Method for producing 1, 4-butanediol and microorganism SHOWA DENKO KK 2015-07-15 CN claimed
EP-2176415-B1 PREPARING METHOD FOR (S)-3-HYDROXYBUTYRIC ACID AND (S)-3-HYDROXYBUTYRATE ESTER USING RECOMBINANT MICROORGANISM LG CHEMICAL LTD (KR) 2014-05-07 EP claimed
CN-103562398-A Microbial production of chemical products and related compositions, methods and systems OPX BIOTECHNOLOGIES INC 2014-02-05 CN claimed
CN-101802200-B Preparing method for (s)-3-hydroxybutyric acid and (s)-3-hydroxybutyrate ester using recombinant microorganism LG CHEMICAL LTD 2013-11-20 CN claimed
US-8535918-B2 Preparing method for (S)-3hydroxybutyric acid and (S)-3 hydroxybutyrate ester using recombinant microorganism LG CHEM, LTD. (KR) 2013-09-17 US claimed
US-20100209983-A1 PREPARING METHOD FOR (S)-3HYDROXYBUTYRIC ACID AND (S)-3 HYDROXYBUTYRATE ESTER USING RECOMBINANT MICROORGANISM LG-CHEM, LTD. (KR) 2010-08-19 US claimed
CN-101802200-A Preparing method for (s)-3-hydroxybutyric acid and (s)-3-hydroxybutyrate ester using recombinant microorganism LG CHEMICAL LTD 2010-08-11 CN claimed
EP-2176415-A1 PREPARING METHOD FOR (S)-3-HYDROXYBUTYRIC ACID AND (S)-3-HYDROXYBUTYRATE ESTER USING RECOMBINANT MICROORGANISM LG Chem. Ltd. (KR) 2010-04-21 EP claimed
WO-2009020279-A1 PREPARING METHOD FOR (S)-3-HYDROXYBUTYRIC ACID AND (S)-3-HYDROXYBUTYRATE ESTER USING RECOMBINANT MICROORGANISM LG CHEM, LTD. (KR) 2009-02-12 WO claimed
US-20250382590-A1 ALDEHYDE DEHYDROGENASE VARIANTS AND METHODS OF USING SAME AGAIN BIO APS (DK) 2025-12-18 US disclosed
US-20250368968-A1 ALDEHYDE DEHYDROGENASE VARIANTS AND METHODS OF USE AGAIN BIO APS (DK) 2025-12-04 US disclosed
US-20250327099-A1 ALDEHYDE DEHYDROGENASE VARIANTS AND METHODS OF USE AGAIN BIO APS (DK) 2025-10-23 US disclosed
US-12371673-B2 Aldehyde dehydrogenase variants and methods of using same GENOMATICA, INC. (US) 2025-07-29 US disclosed
EP-4419657-A1 ALDEHYDE DEHYDROGENASE VARIANTS AND METHODS OF USE Genomatica, Inc. (US) 2024-08-28 EP disclosed
EP-4419656-A1 ALDEHYDE DEHYDROGENASE VARIANTS AND METHODS OF USE Genomatica, Inc. (US) 2024-08-28 EP disclosed
US-20240190912-A1 SEPARATION MEDIA AND PURIFICATION METHODS FOR CARBOHYDRATE CONTAINING MOLECULES USING THE SAME NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT 2024-06-13 US disclosed
US-20240189797-A1 SEPARATION MEDIA AND PURIFICATION METHODS FOR CARBOHYDRATE BINDING DOMAIN CONTAINING MOLECULES NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT 2024-06-13 US disclosed
US-20240190913-A1 SEPARATION MEDIA AND PURIFICATION METHODS FOR CARBOHYDRATE CONTAINING MOLECULES USING THE SAME DONALDSON COMPANY, INC. 2024-06-13 US disclosed
WO-2024091527-A1 SEPARATION MEDIA AND PURIFICATION METHODS FOR CARBOHYDRATE CONTAINING MOLECULES USING THE SAME DONALDSON COMPANY, INC. (US) 2024-05-02 WO disclosed
WO-2024091520-A1 SEPARATION MEDIA AND PURIFICATION METHODS FOR CARBOHYDRATE CONTAINING MOLECULES USING THE SAME DONALDSON COMPANY, INC. (US) 2024-05-02 WO disclosed
WO-2024091521-A1 SEPARATION MEDIA AND PURIFICATION METHODS FOR CARBOHYDRATE BINDING DOMAIN CONTAINING MOLECULES DONALDSON COMPANY, INC. (US) 2024-05-02 WO disclosed
US-20230416698-A1 ALDEHYDE DEHYDROGENASE VARIANTS AND METHODS OF USING SAME AGAIN BIO APS (DK) 2023-12-28 US disclosed
US-11807600-B2 Synthesis of novel ketone body analogs for use as a nutritional supplement ROZZONI SAMUEL J (US) 2023-11-07 US disclosed
WO-2023183781-A2 LEGIONAMINIC ACID GLYCOSYLTRANSFERASES FOR CHEMOENZYMATIC SYNTHESIS OF GLYCANS AND GLYCOCONJUGATES THE REGENTS OF THE UNIVERSITY OF CALIFORNIA (US) 2023-09-28 WO disclosed
US-11692207-B2 Enzymatic methods for butanol production NEWPEK S.A. DE C.V. (MX) 2023-07-04 US disclosed
US-11661613-B2 Methods and materials for the biosynthesis of hydroxy fatty acid anions and/or derivatives thereof and/or compounds related thereto INV NYLON CHEMICALS AMERICAS, LLC (US) 2023-05-30 US disclosed
WO-2023069957-A1 ALDEHYDE DEHYDROGENASE VARIANTS AND METHODS OF USE GENOMATICA, INC. (US) 2023-04-27 WO disclosed
WO-2023069952-A1 ALDEHYDE DEHYDROGENASE VARIANTS AND METHODS OF USE GENOMATICA, INC. (US) 2023-04-27 WO disclosed
US-11634692-B2 Aldehyde dehydrogenase variants and methods of using same GENOMATICA, INC. (US) 2023-04-25 US disclosed
US-20220325254-A1 ALDEHYDE DEHYDROGENASE VARIANTS AND METHODS OF USE AGAIN BIO APS (DK) 2022-10-13 US disclosed
US-11299716-B2 Aldehyde dehydrogenase variants and methods of use GENOMATICA, INC. (US) 2022-04-12 US disclosed
EP-3325608-B1 METHODS AND MICROORGANISMS FOR THE PRODUCTION OF 1,3-BUTANEDIOL GOVERNING COUNCIL UNIV TORONTO (CA) 2021-11-24 EP disclosed
US-20210348134-A1 ALDEHYDE DEHYDROGENASE VARIANTS AND METHODS OF USING SAME GENOMATICA, INC. (US) 2021-11-11 US disclosed
EP-3893673-A1 COMPOSITIONS AND METHODS RELATED TO ANIONIC CANNABINOID MOLECULES Natural Extraction Systems, LLC (US) 2021-10-20 EP disclosed
WO-2021158574-A1 COMPOSITIONS AND METHODS RELATED TO PHARMACEUTICAL EXCIPIENTS Natural Extraction Systems, LLC (US) 2021-08-12 WO disclosed
EP-3856896-A1 ALDEHYDE DEHYDROGENASE VARIANTS AND METHODS OF USING SAME Genomatica, Inc. (US) 2021-08-04 EP disclosed
CN-113179645-A Aldehyde dehydrogenase variants and methods of use thereof 基因组股份公司 2021-07-27 CN disclosed
US-20210222209-A1 ENZYMATIC METHODS FOR BUTANOL PRODUCTION NEWPEK S.A. DE C.V. (MX) 2021-07-22 US disclosed
EP-3458584-B1 FUSION PROTEINS COMPRISING AN ALDOLASE ENZYME JOINED TO A MALTOSE BINDING PROTEIN CONSEJO SUPERIOR INVESTIGACION (ES) 2021-07-07 EP disclosed
US-20200325499-A1 Methods And Microorganisms For The Production Of 1,3-Butanediol THE GOVERNING COUNCIL OF THE UNIVERSITY OF TORONTO (CA) 2020-10-15 US disclosed
CN-111699260-A Methods and materials for biosynthesis of beta hydroxy fatty acid anions and/or derivatives thereof and/or compounds related thereto 英威达纺织(英国)有限公司 2020-09-22 CN disclosed
WO-2020123809-A1 COMPOSITIONS AND METHODS RELATED TO ANIONIC CANNABINOID MOLECULES Natural Extraction Systems, LLC (US) 2020-06-18 WO disclosed
US-10683493-B2 Fusion proteins comprising an aldolase enzyme joined to a maltose binding protein CONSEJO SUPERIOR DE INVESTIGACIONES CIENTÍFICAS (ES) 2020-06-16 US disclosed
US-20200165640-A1 FRUCTOSE-6-PHOSPHATE ALDOLASE VARIANTS FOR ALDOL CARBOLIGATIONS SUSTAINABLE MOMENTUM, S.L. (ES) 2020-05-28 US disclosed
US-10626423-B2 Methods and microorganisms for the production of 1,3-butanediol THE GOVERNING COUNCIL OF THE UNIVERSITY OF TORONTO (CA) 2020-04-21 US disclosed
WO-2020068900-A1 ALDEHYDE DEHYDROGENASE VARIANTS AND METHODS OF USING SAME GENOMATICA, INC. (US) 2020-04-02 WO disclosed
CN-110945122-A Fructose-6-phosphate aldolase variants for aldol condensation carbon linking 西班牙高等科研理事会 2020-03-31 CN disclosed
EP-3610011-A1 FRUCTOSE-6-PHOSPHATE ALDOLASE VARIANTS FOR ALDOL CARBOLIGATIONS Consejo Superior de Investigaciones Cientificas (CSIC) (ES) 2020-02-19 EP disclosed
US-20200040312-A1 ALDEHYDE DEHYDROGENASE VARIANTS AND METHODS OF USE AGAIN BIO APS (DK) 2020-02-06 US disclosed
EP-3601546-A1 ALDEHYDE DEHYDROGENASE VARIANTS AND METHODS OF USE Genomatica, Inc. (US) 2020-02-05 EP disclosed
CN-110730820-A Aldehyde dehydrogenase variants and methods of use 基因组股份公司 2020-01-24 CN disclosed
US-20190233849-A1 METHODS AND MATERIALS FOR THE BIOSYNTHESIS OF HYDROXY FATTY ACID ANIONS AND/OR DERIVATIVES THEREOF AND/OR COMPOUNDS RELATED THERETO INV NYLON CHEMICALS AMERICAS, LLC 2019-08-01 US disclosed
US-20190194638-A1 FUSION PROTEINS COMPRISING AN ALDOLASE ENZYME JOINED TO A MALTOSE BINDING PROTEIN TECHNICAL UNIVERSITY OF DARMSTADT (DE) 2019-06-27 US disclosed
US-20190112621-A1 METHOD AND MICROBES FOR THE PRODUCTION OF CHIRAL COMPOUNDS CHAIN BIOTECHNOLOGY LIMITED (GB) 2019-04-18 US disclosed
EP-3458584-A1 FUSION PROTEINS COMPRISING AN ALDOLASE ENZYME JOINED TO A MALTOSE BINDING PROTEIN Consejo Superior De Investigaciones Científicas (ES) 2019-03-27 EP disclosed
EP-3452606-A1 ENZYMATIC METHODS FOR BUTANOL PRODUCTION Newpek S.A. De C.V. (MX) 2019-03-13 EP disclosed
EP-3426782-A1 METHOD AND MICROBES FOR THE PRODUCTION OF CHIRAL COMPOUNDS Chain Biotechnology Limited (GB) 2019-01-16 EP disclosed
US-20180340193-A1 Methods And Microorganisms For The Production Of 1,3-Butanediol THE GOVERNING COUNCIL OF THE UNIVERSITY OF TORONTO (CA) 2018-11-29 US disclosed
CN-108884467-A Genetically engineered bacterium containing energy-producing fermentation way 朗泽科技新西兰有限公司 2018-11-23 CN disclosed
US-20180312886-A1 MICROBIAL PRODUCTION OF CHEMICAL PRODUCTS AND RELATED COMPOSITIONS, METHODS AND SYSTEMS CARGILL INC (US) 2018-11-01 US disclosed
US-20180312887-A1 MICROBIAL PRODUCTION OF CHEMICAL PRODUCTS AND RELATED COMPOSITIONS, METHODS AND SYSTEMS CARGILL INC (US) 2018-11-01 US disclosed
WO-2018189026-A1 FRUCTOSE-6-PHOSPHATE ALDOLASE VARIANTS FOR ALDOL CARBOLIGATIONS CONSEJO SUPERIOR DE INVESTIGACIONES CIENTIFICAS (CSIC) (ES) 2018-10-18 WO disclosed
EP-3388518-A1 FRUCTOSE-6-PHOSPHATE ALDOLASE VARIANTS FOR ALDOL CARBOLIGATIONS Consejo Superior de Investigaciones Cientificas (CSIC) (ES) 2018-10-17 EP disclosed
EP-3385388-A1 MICROBIAL PRODUCTION OF CHEMICAL PRODUCTS AND RELATED COMPOSITIONS, METHODS AND SYSTEMS OPX Biotechnologies Inc. (US) 2018-10-10 EP disclosed
WO-2018183664-A1 ALDEHYDE DEHYDROGENASE VARIANTS AND METHODS OF USE GENOMATICA, INC. (US) 2018-10-04 WO disclosed
EP-3325608-A1 METHODS AND MICROORGANISMS FOR THE PRODUCTION OF 1,3-BUTANEDIOL The Governing Council of the University of Toronto (CA) 2018-05-30 EP disclosed
CN-108064132-A Methods and compositions relating to microbial treatment and diagnosis of disorders 霍勒拜欧姆公司 2018-05-22 CN disclosed
EP-2689020-B1 MICROBIAL PRODUCTION OF CHEMICAL PRODUCTS AND RELATED COMPOSITIONS, METHODS AND SYSTEMS OPX BIOTECHNOLOGIES INC (US) 2018-05-16 EP disclosed
CN-107849522-A For producing method and the microorganism of 1,3 butanediols 多伦多大学管理委员会 2018-03-27 CN disclosed
WO-2017198717-A1 FUSION PROTEINS COMPRISING AN ALDOLASE ENZYME JOINED TO A MALTOSE BINDING PROTEIN CONSEJO SUPERIOR DE INVESTIGACIONES CIENTÍFICAS (ES) 2017-11-23 WO disclosed
WO-2017191483-A1 ENZYMATIC METHODS FOR BUTANOL PRODUCTION NEWPEK S.A. DE C.V. (MX) 2017-11-09 WO disclosed
WO-2017153734-A1 METHOD AND MICROBES FOR THE PRODUCTION OF CHIRAL COMPOUNDS CHAIN BIOTECHNOLOGY LIMITED (GB) 2017-09-14 WO disclosed
WO-2017011915-A1 METHODS AND MICROORGANISMS FOR THE PRODUCTION OF 1,3-BUTANEDIOL GOVERNING COUNCIL OF THE UNIVERSITY OF TORONTO (CA) 2017-01-26 WO disclosed
EP-2770062-B1 PRODUCTION METHOD FOR ORGANIC ACID USING CoA-TRANSFERASE SHOWA DENKO KK (JP) 2017-01-18 EP disclosed
US-9434965-B2 Production method for organic acid using CoA-transferase SHOWA DENKO K.K. (JP) 2016-09-06 US disclosed
CN-105431538-A With hydrogen and CO via acetoacetyl-CoA as intermediate product2Preparation of organic compoundsMethod for preparing compound EVONIK DEGUSSA GMBH 2016-03-23 CN disclosed
CN-104838007-A Method for producing 1, 4-butanediol and microorganism SHOWA DENKO KK 2015-08-12 CN disclosed
CN-104797713-A Method for producing 1,4-butanediol, and microorganism SHOWA DENKO KK 2015-07-22 CN disclosed
CN-104781409-A Method for producing 1, 4-butanediol and microorganism SHOWA DENKO KK 2015-07-15 CN disclosed
CN-101432434-B Fermentive production of four carbon alcohols BUTAMAX TM ADVANCED BIOFUELS CO LTD 2015-03-11 CN disclosed
US-20140330032-A1 MICROBIAL PRODUCTION OF CHEMICAL PRODUCTS AND RELATED COMPOSITIONS, METHODS AND SYSTEMS OPX BIOTECHNOLOGIES, INC. 2014-11-06 US disclosed
EP-2770062-A1 PRODUCTION METHOD FOR ORGANIC ACID USING CoA-TRANSFERASE Showa Denko K.K. (JP) 2014-08-27 EP disclosed
US-20140234927-A1 PRODUCTION METHOD FOR ORGANIC ACID USING COA-TRANSFERASE SHOWA DENKO K.K. (JP) 2014-08-21 US disclosed
EP-2176415-B1 PREPARING METHOD FOR (S)-3-HYDROXYBUTYRIC ACID AND (S)-3-HYDROXYBUTYRATE ESTER USING RECOMBINANT MICROORGANISM LG CHEMICAL LTD (KR) 2014-05-07 EP disclosed
CN-103562398-A Microbial production of chemical products and related compositions, methods and systems OPX BIOTECHNOLOGIES INC 2014-02-05 CN disclosed
CN-101802200-B Preparing method for (s)-3-hydroxybutyric acid and (s)-3-hydroxybutyrate ester using recombinant microorganism LG CHEMICAL LTD 2013-11-20 CN disclosed
CN-101802200-B Preparing method for (s)-3-hydroxybutyric acid and (s)-3-hydroxybutyrate ester using recombinant microorganism LG CHEMICAL LTD 2013-11-20 CN disclosed
US-8535918-B2 Preparing method for (S)-3hydroxybutyric acid and (S)-3 hydroxybutyrate ester using recombinant microorganism LG CHEM, LTD. (KR) 2013-09-17 US disclosed
US-8535918-B2 Preparing method for (S)-3hydroxybutyric acid and (S)-3 hydroxybutyrate ester using recombinant microorganism LG CHEM, LTD. (KR) 2013-09-17 US disclosed
US-20100209983-A1 PREPARING METHOD FOR (S)-3HYDROXYBUTYRIC ACID AND (S)-3 HYDROXYBUTYRATE ESTER USING RECOMBINANT MICROORGANISM LG-CHEM, LTD. (KR) 2010-08-19 US disclosed
US-20100209983-A1 PREPARING METHOD FOR (S)-3HYDROXYBUTYRIC ACID AND (S)-3 HYDROXYBUTYRATE ESTER USING RECOMBINANT MICROORGANISM LG-CHEM, LTD. (KR) 2010-08-19 US disclosed
CN-101802200-A Preparing method for (s)-3-hydroxybutyric acid and (s)-3-hydroxybutyrate ester using recombinant microorganism LG CHEMICAL LTD 2010-08-11 CN disclosed
CN-101802200-A Preparing method for (s)-3-hydroxybutyric acid and (s)-3-hydroxybutyrate ester using recombinant microorganism LG CHEMICAL LTD 2010-08-11 CN disclosed
EP-2176415-A1 PREPARING METHOD FOR (S)-3-HYDROXYBUTYRIC ACID AND (S)-3-HYDROXYBUTYRATE ESTER USING RECOMBINANT MICROORGANISM LG Chem. Ltd. (KR) 2010-04-21 EP disclosed
EP-2176415-A1 PREPARING METHOD FOR (S)-3-HYDROXYBUTYRIC ACID AND (S)-3-HYDROXYBUTYRATE ESTER USING RECOMBINANT MICROORGANISM LG Chem. Ltd. (KR) 2010-04-21 EP disclosed
CN-101432434-A Fermentive production of four carbon alcohols DU PONT (US) 2009-05-13 CN disclosed
WO-2009020279-A1 PREPARING METHOD FOR (S)-3-HYDROXYBUTYRIC ACID AND (S)-3-HYDROXYBUTYRATE ESTER USING RECOMBINANT MICROORGANISM LG CHEM, LTD. (KR) 2009-02-12 WO disclosed
WO-2009020279-A1 PREPARING METHOD FOR (S)-3-HYDROXYBUTYRIC ACID AND (S)-3-HYDROXYBUTYRATE ESTER USING RECOMBINANT MICROORGANISM LG CHEM, LTD. (KR) 2009-02-12 WO disclosed
EP-1268397-B1 METHOD FOR PREPARING (2S,3R,4S)-4-HYDROXYISOLEUCINE AND ANALOGUES THEREOF CENTRE NAT RECH SCIENT (FR) 2007-12-05 EP disclosed
WO-2007089768-A2 4-ARYL-2-AMINO-PYRIMIDINES OR 4-ARYL-2-AMINOALKYL-PYRIMIDINES AS JAK-2 MODULATORS AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM EXELIXIS, INC. (US) 2007-08-09 WO disclosed
US-5576426-A Aldolase catalyzed stereoselective synthesis of arabinohexulose, xyloheptulose, threohexulose and xylohexulose G. D. SEARLE & CO. (US) 1996-11-19 US disclosed
US-5143831-A Fructose 1,6-diphosphate aldolase catalyzed steroselective synthesis of sugars G. D. SEARLE & CO. (US) 1992-09-01 US disclosed
US-5143831-A Fructose 1,6-diphosphate aldolase catalyzed steroselective synthesis of sugars G. D. SEARLE & CO. (US) 1992-09-01 US disclosed