12betahydroxy-15-oxoamblyone - Compound Card

12betahydroxy-15-oxoamblyone

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12betahydroxy-15-oxoamblyone

Structure
Zoomed Structure
  • Family: Plantae - Capparaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Dammarane Triterpene
Canonical Smiles O=C1CC[C@@](O1)(C)[C@H]1CC(=O)[C@@]2(C1[C@H](O)CC1[C@@]2(C)CCC2[C@@]31CC[C@@](OC3)(C2(C)C)O)C
InChI InChI=1S/C27H40O6/c1-22(2)17-6-8-23(3)18(26(17)10-11-27(22,31)32-14-26)13-16(28)21-15(12-19(29)25(21,23)5)24(4)9-7-20(30)33-24/h15-18,21,28,31H,6-14H2,1-5H3/t15-,16+,17?,18?,21?,23+,24-,25+,26+,27+/m0/s1
InChIKey PIADOLWQJPUDRG-SIOHRPAASA-N
Formula C27H40O6
HBA 6
HBD 2
MW 460.61
Rotatable Bonds 1
TPSA 93.06
LogP 3.62
Number Rings 7
Number Aromatic Rings 0
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.93
Exact Mass 460.28
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Cleome arabica Capparaceae Plantae 511509

Showing of synonyms

  • Ladhari A, Tufano I, et al. (2020). Influence of new effective allelochemicals on the distribution of Cleome arabica L. community in nature. Natural product research, 2020, 34(6), 773-781. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O=C1CCC(O1)C(CC2=O)C(CC3)C2C(C3C456)CCC4CC(CC5)OC6

Level: 1

Mol. Weight: 460.61 g/mol

Structure

SMILES: O=C1CCC(CC2)C1C(C2C345)CCC3CC(CC4)OC5

Level: 0

Mol. Weight: 460.61 g/mol

Structure

SMILES: O=C1CCCO1

Level: 0

Mol. Weight: 460.61 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.96
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.85
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.69

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.96
Plasma Protein Binding
65.33
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.2
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.4
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.92
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
5.73
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-146.96
Rat (Acute)
3.14
Rat (Chronic Oral)
1.27
Fathead Minnow
3.83
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
509.26
Hydration Free Energy
-2.76
Log(D) at pH=7.4
2.52
Log(P)
2.21
Log S
-4.73
Log(Vapor Pressure)
-9.82
Melting Point
270.84
pKa Acid
6.8
pKa Basic
5.24

No predicted protein targets found for this compound.

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