ID: ALA2171206

Max Phase: Preclinical

Molecular Formula: C28H40O6

Molecular Weight: 472.62

Molecule Type: Small molecule

Representations

Synonyms (1): Eucalyptin A
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC(C)CC(=O)c1c(O)c(C=O)c(O)c(C[C@@]2(C)CC[C@@H]3[C@@H]2[C@H]2[C@@H](CC[C@@]3(C)O)C2(C)C)c1O

Standard InChI:  InChI=1S/C28H40O6/c1-14(2)11-19(30)20-24(32)15(23(31)16(13-29)25(20)33)12-27(5)9-7-18-22(27)21-17(26(21,3)4)8-10-28(18,6)34/h13-14,17-18,21-22,31-34H,7-12H2,1-6H3/t17-,18-,21-,22-,27-,28-/m1/s1

Standard InChI Key:  FIAVDQNPFGKTBO-WQHFGFHISA-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: 472.62

Molecular Weight (Monoisotopic): 472.2825

AlogP: 5.24

#Rotatable Bonds: 6

Polar Surface Area: 115.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.08

CX Basic pKa:

CX LogP: 7.45

CX LogD: 6.93

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.33

Np Likeness Score: 2.00

References

1. Yang SP, Zhang XW, Ai J, Gan LS, Xu JB, Wang Y, Su ZS, Wang L, Ding J, Geng MY, Yue JM..  (2012)  Potent HGF/c-Met axis inhibitors from Eucalyptus globulus: the coupling of phloroglucinol and sesquiterpenoid is essential for the activity.,  55  (18): [PMID:22934600] [10.1021/jm3007454]

2. Qin XJ, Jin LY, Yu Q, Liu H, Khan A, Yan H, Hao XJ, An LK, Liu HY..  (2018)  Eucalypglobulusals A-J, Formyl-Phloroglucinol-Terpene Meroterpenoids from Eucalyptus globulus Fruits.,  81  (12): [PMID:30543429] [10.1021/acs.jnatprod.8b00430]

Source

Source(1):

• Scientific Literature