isocrotonolide C

ID: ALA3263394

Chembl Id: CHEMBL3263394

PubChem CID: 90676778

Max Phase: Preclinical

Molecular Formula: C23H26O8

Molecular Weight: 430.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C[C@H](OC(C)=O)[C@]23C(C(=O)OC)=CCC[C@H]2[C@]12C[C@H](c1ccoc1)O[C@H]2O[C@H]3O

Standard InChI:  InChI=1S/C23H26O8/c1-12-9-18(29-13(2)24)23-15(19(25)27-3)5-4-6-17(23)22(12)10-16(14-7-8-28-11-14)30-21(22)31-20(23)26/h5,7-8,11,16-18,20-21,26H,1,4,6,9-10H2,2-3H3/t16-,17+,18+,20-,21+,22+,23+/m1/s1

Standard InChI Key:  HTVMZRDDOHBSER-CDSWCQBOSA-N

Alternative Forms

1. Parent:

   

   ALA3263394

   methyl (1R,2R,4S,6R,8R,9S,14S)-14-acetyloxy-6-(furan-3-yl)-2-hydroxy-16-methylidene-3,5-dioxatetracyclo[6.5.3.01,9.04,8]hexadec-12-ene-13-carboxylate

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: 430.45

Molecular Weight (Monoisotopic): 430.1628

AlogP: 2.79

#Rotatable Bonds: 3

Polar Surface Area: 104.43

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.72

CX Basic pKa:

CX LogP: 2.12

CX LogD: 2.12

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.58

Np Likeness Score: 3.16

References

1. Liu CP, Xu JB, Zhao JX, Xu CH, Dong L, Ding J, Yue JM..  (2014)  Diterpenoids from Croton laui and their cytotoxic and antimicrobial activities.,  77  (4): [PMID:24735527] [10.1021/np500042c]

Source

Source(1):

• Scientific Literature