(-)-Garciyunnanin

ID: ALA3976184

Chembl Id: CHEMBL3976184

PubChem CID: 25170291

Max Phase: Preclinical

Molecular Formula: C38H50O5

Molecular Weight: 586.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCC[C@@]1(C)[C@H](CC=C(C)C)C[C@]2(CC=C(C)C)C(=O)[C@@]1(CC=C(C)C)C(=O)C(C(=O)c1cccc(O)c1)=C2O

Standard InChI:  InChI=1S/C38H50O5/c1-24(2)12-11-19-36(9)29(16-15-25(3)4)23-37(20-17-26(5)6)33(41)31(32(40)28-13-10-14-30(39)22-28)34(42)38(36,35(37)43)21-18-27(7)8/h10,12-15,17-18,22,29,39,41H,11,16,19-21,23H2,1-9H3/t29-,36+,37+,38-/m1/s1

Standard InChI Key:  BRKJGVUPNGKMRP-IIAGFODCSA-N

Alternative Forms

1. Parent:

   

   ALA3976184

   (1R,3E,5S,6S,7R)-3-[hydroxy-(3-hydroxyphenyl)methylidene]-6-methyl-1,5,7-tris(3-methylbut-2-enyl)-6-(4-methylpent-3-enyl)bicyclo[3.3.1]nonane-2,4,9-trione

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: 586.81

Molecular Weight (Monoisotopic): 586.3658

AlogP: 9.35

#Rotatable Bonds: 11

Polar Surface Area: 91.67

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.43

CX Basic pKa: ┄

CX LogP: 9.54

CX LogD: 6.14

Aromatic Rings: 1

Heavy Atoms: 43

QED Weighted: 0.12

Np Likeness Score: 2.22

References

1. Le DH, Nishimura K, Takenaka Y, Mizushina Y, Tanahashi T..  (2016)  Polyprenylated Benzoylphloroglucinols with DNA Polymerase Inhibitory Activity from the Fruits of Garcinia schomburgkiana.,  79  (7): [PMID:27409517] [10.1021/acs.jnatprod.6b00255]

Source

Source(1):

• Scientific Literature