ID: ALA466994

Max Phase: Preclinical

Molecular Formula: C28H38O5

Molecular Weight: 454.61

Molecule Type: Small molecule

Representations

Synonyms (1): Macrocarpal C
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=C1CC[C@@H]2[C@H]([C@H]3[C@H]1CC[C@]3(C)[C@@H](CC(C)C)c1c(O)c(C=O)c(O)c(C=O)c1O)C2(C)C

Standard InChI:  InChI=1S/C28H38O5/c1-14(2)11-20(21-25(32)17(12-29)24(31)18(13-30)26(21)33)28(6)10-9-16-15(3)7-8-19-23(22(16)28)27(19,4)5/h12-14,16,19-20,22-23,31-33H,3,7-11H2,1-2,4-6H3/t16-,19+,20-,22+,23+,28+/m0/s1

Standard InChI Key:  IEWHEHWXBLPFER-HUCVFKCKSA-N

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

Properties

Molecular Weight: 454.61

Molecular Weight (Monoisotopic): 454.2719

AlogP: 6.21

#Rotatable Bonds: 6

Polar Surface Area: 94.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.68

CX Basic pKa:

CX LogP: 8.60

CX LogD: 7.68

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.35

Np Likeness Score: 2.12

References

1. Osawa K, Yasuda H, Morita H, Takeya K, Itokawa H..  (1996)  Macrocarpals H, I, and J from the Leaves of Eucalyptus globulus.,  59  (9): [PMID:8864235] [10.1021/np9604994]

2. Yu Y, Gan LS, Yang SP, Sheng L, Liu QF, Chen SN, Li J, Yue JM..  (2016)  Eucarobustols A-I, Conjugates of Sesquiterpenoids and Acylphloroglucinols from Eucalyptus robusta.,  79  (5): [PMID:27142786] [10.1021/acs.jnatprod.6b00090]

Source

Source(1):

• Scientific Literature