1beta,2alpha,8beta-Triacetoxy-9beta-benzoyloxy-beta-dihydroagarofuran

ID: ALA4092298

PubChem CID: 132526822

Max Phase: Preclinical

Molecular Formula: C28H36O9

Molecular Weight: 516.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1[C@@H]2C[C@]3(OC2(C)C)[C@H](C)C[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@]3(C)[C@H]1OC(=O)c1ccccc1

Standard InChI:  InChI=1S/C28H36O9/c1-15-13-21(33-16(2)29)23(35-18(4)31)27(7)24(36-25(32)19-11-9-8-10-12-19)22(34-17(3)30)20-14-28(15,27)37-26(20,5)6/h8-12,15,20-24H,13-14H2,1-7H3/t15-,20+,21+,22+,23-,24+,27+,28+/m1/s1

Standard InChI Key:  KSLGVDVBGRMNIV-JZCCXIFMSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4092298

   ---

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: 516.59

Molecular Weight (Monoisotopic): 516.2359

AlogP: 3.62

#Rotatable Bonds: 5

Polar Surface Area: 114.43

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.21

CX LogD: 3.21

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.43

Np Likeness Score: 2.24

References

1. Gao L, Zhang R, Lan J, Ning R, Wu D, Chen D, Zhao W..  (2016)  β-Dihydroagarofuran-Type Sesquiterpenes from the Seeds of Celastrus monospermus and Their Lifespan-Extending Effects on the Nematode Caenorhabditis elegans.,  79  (12): [PMID:28006915] [10.1021/acs.jnatprod.6b00648]

Source

Source(1):

• Scientific Literature