Celaspermin E; 1alpha,6beta,8alpha-Triacetoxy-9alpha-benzoyloxy-2-oxo-beta-dihydroagarofuran

ID: ALA4087336

PubChem CID: 132526812

Max Phase: Preclinical

Molecular Formula: C28H34O10

Molecular Weight: 530.57

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C28H34O10/c1-14-13-19(32)22(35-16(3)30)27(7)24(37-25(33)18-11-9-8-10-12-18)21(34-15(2)29)20-23(36-17(4)31)28(14,27)38-26(20,5)6/h8-12,14,20-24H,13H2,1-7H3/t14-,20-,21-,22+,23-,24-,27+,28-/m1/s1

Standard InChI Key:  KVQJNLUVMJNRON-XBHLUESWSA-N

Molfile:  

     RDKit          2D

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   28.4583   -6.1389    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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  9 34  1  1
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 11 39  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4087336

   ---

Molecule Features

Natural Product: No

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: 530.57

Molecular Weight (Monoisotopic): 530.2152

AlogP: 2.80

#Rotatable Bonds: 5

Polar Surface Area: 131.50

Molecular Species: NEUTRAL

HBA: 10

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.81

CX LogD: 2.81

Aromatic Rings: 1

Heavy Atoms: 38

QED Weighted: 0.41

Np Likeness Score: 2.14

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