ID: ALA477749

Max Phase: Preclinical

Molecular Formula: C7H8O4

Molecular Weight: 156.14

Molecule Type: Small molecule

Representations

Synonyms (2): (+)-Epoxydon | Epoxydon
Synonyms from Alternative Forms(2):

Canonical SMILES:  O=C1C(CO)=C[C@@H](O)[C@H]2O[C@@H]12

Standard InChI:  InChI=1S/C7H8O4/c8-2-3-1-4(9)6-7(11-6)5(3)10/h1,4,6-9H,2H2/t4-,6-,7+/m1/s1

Standard InChI Key:  VTLJDPHPVHSVGR-QXRNQMCJSA-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: 156.14

Molecular Weight (Monoisotopic): 156.0423

AlogP: -1.38

#Rotatable Bonds: 1

Polar Surface Area: 70.06

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.63

CX Basic pKa:

CX LogP: -1.10

CX LogD: -1.10

Aromatic Rings: 0

Heavy Atoms: 11

QED Weighted: 0.46

Np Likeness Score: 3.68

References

1. Venkatasubbaiah P, Chilton WS.  (1992)  An Epoxydon-Derived Ester from a Phoma sp. Pathogenic to Rhubarb,  55  (5): [10.1021/np50083a013]

2. Trisuwan K, Rukachaisirikul V, Sukpondma Y, Preedanon S, Phongpaichit S, Rungjindamai N, Sakayaroj J..  (2008)  Epoxydons and a pyrone from the marine-derived fungus Nigrospora sp. PSU-F5.,  71  (8): [PMID:18646829] [10.1021/np8002595]

3. PubChem BioAssay data set, 

4. Ali T, Inagaki M, Chai HB, Wieboldt T, Rapplye C, Rakotondraibe LH..  (2017)  Halogenated Compounds from Directed Fermentation of Penicillium concentricum, an Endophytic Fungus of the Liverwort Trichocolea tomentella.,  80  (5): [PMID:28409637] [10.1021/acs.jnatprod.6b01069]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays