ID: ALA402739

Max Phase: Preclinical

Molecular Formula: C17H24O5

Molecular Weight: 308.37

Molecule Type: Small molecule

Representations

Synonyms (1): NSC-277292
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC(=O)O[C@@H]1C=C2C(=O)OC[C@]2(O)[C@@]2(C)CCCC(C)(C)[C@H]12

Standard InChI:  InChI=1S/C17H24O5/c1-10(18)22-12-8-11-14(19)21-9-17(11,20)16(4)7-5-6-15(2,3)13(12)16/h8,12-13,20H,5-7,9H2,1-4H3/t12-,13+,16+,17-/m1/s1

Standard InChI Key:  PSJFPRLDKNCZGQ-OSRSDYAFSA-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: 308.37

Molecular Weight (Monoisotopic): 308.1624

AlogP: 1.98

#Rotatable Bonds: 1

Polar Surface Area: 72.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.75

CX Basic pKa:

CX LogP: 1.97

CX LogD: 1.97

Aromatic Rings: 0

Heavy Atoms: 22

QED Weighted: 0.75

Np Likeness Score: 3.38

References

1. Harinantenaina L, Matsunami K, Otsuka H, Kawahata M, Yamaguchi K, Asakawa Y..  (2008)  Secondary metabolites of Cinnamosma madagascariensis and their alpha-glucosidase inhibitory properties.,  71  (1): [PMID:18179176] [10.1021/np070474c]

2. Treyvaud Amiguet V, Petit P, Ta CA, Nuñez R, Sánchez-Vindas P, Alvarez LP, Smith ML, Arnason JT, Durst T..  (2006)  Phytochemistry and antifungal properties of the newly discovered tree Pleodendron costaricense.,  69  (7): [PMID:16872133] [10.1021/np0504863]

3. Mahmoud II, Kinghorn AD, Cordell GA, Farnsworth NR..  (1980)  Potential anticancer agents. XVI. Isolation of bicyclofarnesane sesquiterpenoids from Capsicodendron dinisii.,  43  (3): [PMID:7400822] [10.1021/np50009a008]

4. He D, Slebodnick C, Rakotondraibe LH..  (2017)  Bioactive drimane sesquiterpenoids and aromatic glycosides from Cinnamosma fragrans.,  27  (8): [PMID:28274626] [10.1016/j.bmcl.2017.02.067]

Source

Source(1):

• Scientific Literature