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Ceanothic Acid

PubChem CID: 161352

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Compound Synonyms Ceanothic acid, 21302-79-4, Emmolic acid, 38P86ZU018, CEANOTHIC ACID [MI], CHEMBL491069, (1R,2R,5S,8R,9R,10R,13R,14R,15R,16S,18R)-16-hydroxy-1,2,14,17,17-pentamethyl-8-prop-1-en-2-ylpentacyclo[11.7.0.02,10.05,9.014,18]icosane-5,15-dicarboxylic acid, UNII-38P86ZU018, 2.ALPHA.-CARBOXY-3.BETA.-HYDROXY-A(1)-NORLUP-20(29)-EN-28-OIC ACID, A(1)-Norlup-20(29)-en-28-oic acid, 2-carboxy-3-hydroxy-, (2alpha,3beta)-, 3'H-CYCLOPENTA(3,4)-18-NORANDROST-3-ENE-3',13-DICARBOXYLIC ACID, TETRAHYDRO-4'-HYDROXY-4,5',5',9-TETRAMETHYL-15-(1-METHYLETHENYL)-, (3.BETA.,3'.BETA.,4.ALPHA.,4'.ALPHA.,5.BETA.,8.ALPHA.,9.BETA.,10.ALPHA.,13.ALPHA.,14.BETA.,15.BETA.)-, (1R,2R,5S,8R,9R,10R,13R,14R,15R,16S,18R)-16-hydroxy-1,2,14,17,17-pentamethyl-8-prop-1-en-2-ylpentacyclo(11.7.0.02,10.05,9.014,18)icosane-5,15-dicarboxylic acid, SCHEMBL965383, A(1)-Norlup-20(29)-en-28-oic acid, 2.alpha.-carboxy-3.beta.-hydroxy-, A(1)-Norlup-20(30)-en-28-oic acid, 2.alpha.-carboxy-3.beta.-hydroxy-, DTXSID20943809, A(1),23-Dinorlup-20(29)-en-28-oic acid, 2.alpha.-carboxy-3.beta.-hydroxy-, A(1)-Norlup-20(29)-en-28-oic acid, 2-carboxy-3-hydroxy-, (2.alpha.,3.beta.)-, HY-N3558, BDBM50377959, AKOS040760316, DA-73088, MS-29047, CS-0023840, G13922, Q27256803, 2ALPHA-CARBOXY-3BETA-HYDROXY-A(1)-NORLUP-20(29)-EN-28-OIC ACID, A(1),23-Dinorlup-20(29)-en-28-oic acid, 2alpha-carboxy-3beta-hydroxy-, A(1)-Norlup-20(29)-en-28-oic acid, 2alpha-carboxy-3beta-hydroxy-, A(1)-Norlup-20(30)-en-28-oic acid, 2alpha-carboxy-3beta-hydroxy-, 2-hydroxy-3,3,5a,5b,12b-pentamethyl-10-(prop-1-en-2-yl)octadecahydrodicyclopenta[a,i]phenanthrene-1,7a(1h)-dicarboxylic acid, 3'H-CYCLOPENTA(3,4)-18-NORANDROST-3-ENE-3',13-DICARBOXYLIC ACID, TETRAHYDRO-4'-HYDROXY-4,5',5',9-TETRAMETHYL-15-(1-METHYLETHENYL)-, (3BETA,3'BETA,4ALPHA,4'ALPHA,5BETA,8ALPHA,9BETA,10ALPHA,13ALPHA,14BETA,15BETA)-
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 94.8
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CC2CCC3C(CCC4C5CCCC5CCC43)C2C1
Np Classifier Class Abeolupane triterpenoids, Lupane triterpenoids
Deep Smiles CC=C)[C@@H]CC[C@][C@H]5[C@H]CC[C@H][C@@][C@]6C)CC%10)))C)CC[C@@H][C@]6C)[C@@H]C=O)O))[C@@H]C5C)C))O)))))))))))))C=O)O
Heavy Atom Count 35.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level C1CC2CCC3C(CCC4C5CCCC5CCC43)C2C1
Classyfire Subclass Triterpenoids
Isotope Atom Count 0.0
Molecular Complexity 970.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 11.0
Uniprot Id P08151, n.a.
Iupac Name (1R,2R,5S,8R,9R,10R,13R,14R,15R,16S,18R)-16-hydroxy-1,2,14,17,17-pentamethyl-8-prop-1-en-2-ylpentacyclo[11.7.0.02,10.05,9.014,18]icosane-5,15-dicarboxylic acid
Prediction Hob 0.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 7.6
Gsk 4 400 Rule False
Molecular Formula C30H46O5
Scaffold Graph Node Bond Level C1CC2CCC3C(CCC4C5CCCC5CCC43)C2C1
Prediction Swissadme 0.0
Inchi Key WLCHQSHZHFLMJH-VILVJDKQSA-N
Silicos It Class Moderately soluble
Fcsp3 0.8666666666666667
Logs -3.492
Rotatable Bond Count 3.0
Logd 4.456
Synonyms ceanothic acid
Esol Class Poorly soluble
Functional Groups C=C(C)C, CC(=O)O, CO
Compound Name Ceanothic Acid
Prediction Hob Swissadme 0.0
Exact Mass 486.335
Formal Charge 0.0
Monoisotopic Mass 486.335
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 486.7
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 11.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -7.434896600000002
Inchi InChI=1S/C30H46O5/c1-16(2)17-10-13-30(25(34)35)15-14-27(5)18(21(17)30)8-9-20-28(27,6)12-11-19-26(3,4)23(31)22(24(32)33)29(19,20)7/h17-23,31H,1,8-15H2,2-7H3,(H,32,33)(H,34,35)/t17-,18+,19-,20-,21+,22+,23-,27+,28+,29-,30-/m0/s1
Smiles CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@H]4[C@]([C@@]3(CC2)C)(CC[C@@H]5[C@@]4([C@H]([C@@H](C5(C)C)O)C(=O)O)C)C)C(=O)O
Nring 5.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Triterpenoids