ID: ALA514914

Max Phase: Preclinical

Molecular Formula: C27H28O9

Molecular Weight: 496.51

Molecule Type: Small molecule

Representations

Synonyms (1): Episteganangin
Synonyms from Alternative Forms(1):

Canonical SMILES:  C/C=C(/C)C(=O)O[C@@H]1c2cc3c(cc2-c2c(cc(OC)c(OC)c2OC)C[C@H]2C(=O)OC[C@H]12)OCO3

Standard InChI:  InChI=1S/C27H28O9/c1-6-13(2)26(28)36-23-16-10-20-19(34-12-35-20)9-15(16)22-14(7-17-18(23)11-33-27(17)29)8-21(30-3)24(31-4)25(22)32-5/h6,8-10,17-18,23H,7,11-12H2,1-5H3/b13-6-/t17-,18+,23-/m1/s1

Standard InChI Key:  IIEOCQLKEFBZIS-ZUEJIALFSA-N

Molecule Features

Natural Product: No

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

Properties

Molecular Weight: 496.51

Molecular Weight (Monoisotopic): 496.1733

AlogP: 4.00

#Rotatable Bonds: 5

Polar Surface Area: 98.75

Molecular Species: NEUTRAL

HBA: 9

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 4.06

CX LogD: 4.06

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.45

Np Likeness Score: 1.97

References

1. Wickramaratne DB, Pengsuparp T, Mar W, Chai HB, Chagwedera TE, Beecher CW, Farnsworth NR, Kinghorn AD, Pezzuto JM, Cordell GA..  (1993)  Novel antimitotic dibenzocyclo-octadiene lignan constituents of the stem bark of Steganotaenia araliacea.,  56  (12): [PMID:8133298] [10.1021/np50102a009]

Source

Source(1):

• Scientific Literature