(1S,4R,5S,6R,7R,8R,9S,10S)-1,6,15-triacetoxy-9-benzoyloxy-8-hydroxydihydro-beta-agarofuran

ID: ALA3950967

Chembl Id: CHEMBL3950967

PubChem CID: 134147235

Max Phase: Preclinical

Molecular Formula: C28H36O10

Molecular Weight: 532.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OC[C@@]12[C@@H](OC(C)=O)CC[C@@H](C)[C@]13OC(C)(C)[C@H]([C@@H](O)[C@H]2OC(=O)c1ccccc1)[C@H]3OC(C)=O

Standard InChI:  InChI=1S/C28H36O10/c1-15-12-13-20(35-17(3)30)27(14-34-16(2)29)24(37-25(33)19-10-8-7-9-11-19)22(32)21-23(36-18(4)31)28(15,27)38-26(21,5)6/h7-11,15,20-24,32H,12-14H2,1-6H3/t15-,20+,21-,22-,23-,24-,27+,28-/m1/s1

Standard InChI Key:  UVVDUZUSIXBUAK-OTOYSWGPSA-N

Alternative Forms

1. Parent:

   

   ALA3950967

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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: 532.59

Molecular Weight (Monoisotopic): 532.2308

AlogP: 2.59

#Rotatable Bonds: 6

Polar Surface Area: 134.66

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.72

CX Basic pKa: ┄

CX LogP: 2.19

CX LogD: 2.19

Aromatic Rings: 1

Heavy Atoms: 38

QED Weighted: 0.43

Np Likeness Score: 2.41

References

1. Wibowo M, Levrier C, Sadowski MC, Nelson CC, Wang Q, Holst J, Healy PC, Hofmann A, Davis RA..  (2016)  Bioactive Dihydro-β-agarofuran Sesquiterpenoids from the Australian Rainforest Plant Maytenus bilocularis.,  79  (5): [PMID:27120798] [10.1021/acs.jnatprod.6b00190]

Source

Source(1):

• Scientific Literature