3-epikatonic acid

ID: ALA463266

Cas Number: 76035-62-6

PubChem CID: 10434225

Max Phase: Preclinical

Molecular Formula: C30H48O3

Molecular Weight: 456.71

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 3-Epikatonic Acid | 3-Epikatonic acid|76035-62-6|Epikatonic acid|(2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2-carboxylic acid|(20R)-3beta-Hydroxyolean-12-en-29-oic acid|CHEMBL463266|SCHEMBL15475219|CHEBI:186795|DTXSID201316985|HY-N1826|AKOS032962425|FS-9015|LMPR0106150019|NCGC00485408-01|CS-0017680|3-Hydroxy-(3beta,20alpha)-Olean-12-en-29-oic acid

Canonical SMILES:  CC1(C)[C@@H](O)CC[C@]2(C)[C@H]3CC=C4[C@@H]5C[C@](C)(C(=O)O)CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@@H]12

Standard InChI:  InChI=1S/C30H48O3/c1-25(2)21-10-13-30(7)22(28(21,5)12-11-23(25)31)9-8-19-20-18-27(4,24(32)33)15-14-26(20,3)16-17-29(19,30)6/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23-,26+,27+,28-,29+,30+/m0/s1

Standard InChI Key:  JZFSMVXQUWRSIW-FWXFQHTDSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA463266

   3-Epikatonic acid

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 456.71

Molecular Weight (Monoisotopic): 456.3603

AlogP: 7.23

#Rotatable Bonds: 1

Polar Surface Area: 57.53

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.62

CX Basic pKa: ┄

CX LogP: 6.59

CX LogD: 3.88

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.41

Np Likeness Score: 3.22

References

1. Tanaka T, Koyano T, Kowithayakorn T, Fujimoto H, Okuyama E, Hayashi M, Komiyama K, Ishibashi M..  (2001)  New multiflorane-type triterpenoid acids from Sandoricum indicum.,  64  (9): [PMID:11575968] [10.1021/np010196w]

2. Van le TK, Hung TM, Thuong PT, Ngoc TM, Kim JC, Jang HS, Cai XF, Oh SR, Min BS, Woo MH, Choi JS, Lee HK, Bea K..  (2009)  Oleanane-type triterpenoids from Aceriphyllum rossii and their cytotoxic activity.,  72  (8): [PMID:19618898] [10.1021/np900273z]

Source

Source(1):

• Scientific Literature