12beta-acetoxycleocarpone - Compound Card

12beta-acetoxycleocarpone

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12beta-acetoxycleocarpone

Structure
Zoomed Structure
  • Family: Plantae - Capparaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Dammarane Triterpenoid
Canonical Smiles CC(=O)O[C@@H]1C[C@@H]2[C@@]3(C)CCC(=O)C([C@@H]3CC[C@]2([C@]2([C@H]1[C@@]1(CC2)O[C@@]2(O[C@@]1(C)CC2)C(O)(C)C)C)C)(C)C
InChI InChI=1S/C32H50O6/c1-19(33)36-20-18-22-27(6)12-11-23(34)25(2,3)21(27)10-13-28(22,7)29(8)14-16-31(24(20)29)30(9)15-17-32(37-30,38-31)26(4,5)35/h20-22,24,35H,10-18H2,1-9H3/t20-,21+,22-,24+,27+,28-,29-,30+,31-,32-/m1/s1
InChIKey ZHCMMSAQQHMOOP-VULMRHIUSA-N
Formula C32H50O6
HBA 6
HBD 1
MW 530.75
Rotatable Bonds 2
TPSA 82.06
LogP 5.97
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 38
Formal Charge 0
Fraction CSP3 0.94
Exact Mass 530.36
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Cleome africana Capparaceae Plantae 860685

Showing of synonyms

  • Nagaya H, Tobita Y, et al. (1997). Cytotoxic triterpenes from Cleome africana.. Phytochemistry,1997,44(6),1115-1119. [View] [PubMed]
Pubchem: 102066399
Nmrshiftdb2: 70083775

No compound-protein relationship available.

Structure

SMILES: O1C(O2)CCC2C13C4C(CC3)C5C(CC4)C6C(CC5)CC(=O)CC6

Level: 0

Mol. Weight: 530.75 g/mol

Cytotoxic

Absorption

Caco-2 (logPapp)
-4.91
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.67
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.76

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.07
Plasma Protein Binding
91.96
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
10.4
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.86
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.62
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.46
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-1018.06
Rat (Acute)
2.27
Rat (Chronic Oral)
1.27
Fathead Minnow
4.33
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
478.14
Hydration Free Energy
-2.85
Log(D) at pH=7.4
5.24
Log(P)
5.04
Log S
-6.36
Log(Vapor Pressure)
-8.21
Melting Point
249.64
pKa Acid
9.81
pKa Basic
5.68
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8398
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8398
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8224
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8224
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 3 0.7966
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 3 0.7966
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7063
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7063

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