(2R,3R,4S,5R,7S,8R,13R, 15R)-2,3,5,7,15-pentaacetoxy-8-angeloyloxy-9,14-dioxo-jatropha-6(17),11E-diene - Compound Card

(2R,3R,4S,5R,7S,8R,13R, 15R)-2,3,5,7,15-pentaacetoxy-8-angeloyloxy-9,14-dioxo-jatropha-6(17),11E-diene

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(2R,3R,4S,5R,7S,8R,13R, 15R)-2,3,5,7,15-pentaacetoxy-8-angeloyloxy-9,14-dioxo-jatropha-6(17),11E-diene

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles CCC(C(=O)O[C@@H]1[C@@H](OC(=O)C)C(=C)[C@H](OC(=O)C)[C@H]2[C@@H](OC(=O)C)[C@](C[C@]2(OC(=O)C)C(=O)[C@@H](/C=C/C(C1=O)(C)C)C)(C)OC(=O)C)C
InChI InChI=1S/C35H48O14/c1-13-17(2)32(43)47-28-27(45-21(6)37)19(4)26(44-20(5)36)25-31(46-22(7)38)34(12,48-23(8)39)16-35(25,49-24(9)40)29(41)18(3)14-15-33(10,11)30(28)42/h14-15,17-18,25-28,31H,4,13,16H2,1-3,5-12H3/b15-14+/t17?,18-,25+,26+,27+,28-,31-,34-,35-/m1/s1
InChIKey KLSSFMQBLMDBRQ-WCSXKCKPSA-N
Formula C35H48O14
HBA 14
HBD 0
MW 692.76
Rotatable Bonds 8
TPSA 191.94
LogP 3.31
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 49
Formal Charge 0
Fraction CSP3 0.66
Exact Mass 692.3
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia paralias Euphorbiaceae Plantae 756629

Showing of synonyms

  • Abdelgaleil SAM, El-Aswad AF, et al. (2002). Molluscicidal and anti-feedant activities of diterpenes from Euphorbia paralias L. Pest Management,2002,58,479-482. [View] [PubMed]
Pubchem: 23757100
Nmrshiftdb2: 70084377

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CC(=C)CCC(=O)CC=CCC2=O

Level: 0

Mol. Weight: 692.76 g/mol

Anti-feedant
Molluscicidal

Absorption

Caco-2 (logPapp)
-4.96
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.78
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
19.31

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.27
Plasma Protein Binding
87.67
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
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.11
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.28
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.87
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.43
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-41373.17
Rat (Acute)
3.02
Rat (Chronic Oral)
2.62
Fathead Minnow
75.42
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
519.67
Hydration Free Energy
-2.92
Log(D) at pH=7.4
1.54
Log(P)
3.37
Log S
-4.06
Log(Vapor Pressure)
-34.95
Melting Point
158.86
pKa Acid
5.85
pKa Basic
-0.62

No predicted protein targets found for this compound.

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