ID: ALA505211

Max Phase: Preclinical

Molecular Formula: C36H40O10

Molecular Weight: 632.71

Molecule Type: Small molecule

Representations

Synonyms (1): Orthosiphonone D
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=C[C@@]1(C)CC(=O)[C@H]2[C@](O)(C1=O)[C@H](OC(C)=O)C[C@H]1C(C)(C)[C@H](OC(=O)c3ccccc3)[C@H](O)[C@H](OC(=O)c3ccccc3)[C@@]12C

Standard InChI:  InChI=1S/C36H40O10/c1-7-34(5)19-23(38)27-35(6)24(18-25(44-20(2)37)36(27,43)32(34)42)33(3,4)28(45-30(40)21-14-10-8-11-15-21)26(39)29(35)46-31(41)22-16-12-9-13-17-22/h7-17,24-29,39,43H,1,18-19H2,2-6H3/t24-,25+,26-,27+,28+,29-,34-,35-,36-/m0/s1

Standard InChI Key:  RNHZJCFJGXQTMF-OBSWDRTESA-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: 632.71

Molecular Weight (Monoisotopic): 632.2621

AlogP: 3.88

#Rotatable Bonds: 6

Polar Surface Area: 153.50

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.70

CX Basic pKa:

CX LogP: 5.33

CX LogD: 5.33

Aromatic Rings: 2

Heavy Atoms: 46

QED Weighted: 0.27

Np Likeness Score: 2.16

References

1. Nguyen MT, Awale S, Tezuka Y, Chien-Hsiung C, Kadota S..  (2004)  Staminane- and isopimarane-type diterpenes from Orthosiphon stamineus of Taiwan and their nitric oxide inhibitory activity.,  67  (4): [PMID:15104497] [10.1021/np030471+]

2. Nwet Win N, Hardianti B, Kasahara S, Ngwe H, Hayakawa Y, Morita H..  (2020)  Anti-inflammatory activities of isopimara-8(14),-15-diene diterpenoids and mode of action of kaempulchraols P and Q from Kaempferia pulchra rhizomes.,  30  (2): [PMID:31836445] [10.1016/j.bmcl.2019.126841]

Source

Source(1):

• Scientific Literature