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

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

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

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles CC(=O)O[C@H]1C(=C)[C@H](OC(=O)C)[C@H]2[C@@H](OC(=O)C)[C@H](C[C@]2(OC(=O)C)C(=O)[C@@H](/C=C/C(C(=O)[C@@H]1OC(=O)C(C)C)(C)C)C)C
InChI InChI=1S/C32H44O12/c1-15(2)30(39)43-27-26(42-21(8)35)18(5)25(41-20(7)34)23-24(40-19(6)33)17(4)14-32(23,44-22(9)36)28(37)16(3)12-13-31(10,11)29(27)38/h12-13,15-17,23-27H,5,14H2,1-4,6-11H3/b13-12+/t16-,17+,23-,24+,25+,26+,27-,32-/m1/s1
InChIKey NOFXXAHHOJWYAL-ZEQHQKSXSA-N
Formula C32H44O12
HBA 12
HBD 0
MW 620.69
Rotatable Bonds 6
TPSA 165.64
LogP 3.23
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 44
Formal Charge 0
Fraction CSP3 0.66
Exact Mass 620.28
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: 95223052

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 620.69 g/mol

Anti-feedant
Molluscicidal

Absorption

Caco-2 (logPapp)
-4.92
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.65
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.51

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.36
Plasma Protein Binding
90.76
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
9.96
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.05
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.58
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.16
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Toxic
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-4890.59
Rat (Acute)
2.97
Rat (Chronic Oral)
2.55
Fathead Minnow
18.02
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
389.12
Hydration Free Energy
-2.92
Log(D) at pH=7.4
1.84
Log(P)
3.25
Log S
-4.29
Log(Vapor Pressure)
-9.77
Melting Point
163.64
pKa Acid
6.63
pKa Basic
0.37

No predicted protein targets found for this compound.

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