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(2E)-2-{[(2R,3R,3aS,4R,6S,7S,12S,13aR)-2,3,4,6,13a-pentakis(acetyloxy)-2,9,9,12-tetramethyl-5-methylidene-8,13-dioxo-1H,2H,3H,3aH,4H,5H,6H,7H,8H,9H,12H,13H,13aH-cyclopenta[12]annulen-7-yl]oxy}but-2-enoate

Family: Plantae - Euphorbiaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Diterpenoid

Canonical Smiles	C/C=C(\C(=O)[O-])/CO[C@H]1C(=O)C(C)(C)/C=C/[C@H](C)C(=O)[C@@]2([C@@H]([C@H](C(=C)[C@@H]1OC(=O)C)OC(=O)C)[C@@H](OC(=O)C)[C@](C2)(C)OC(=O)C)OC(=O)C
InChI	InChI=1S/C35H46O15/c1-12-24(32(43)44)15-45-28-27(47-20(5)37)18(3)26(46-19(4)36)25-31(48-21(6)38)34(11,49-22(7)39)16-35(25,50-23(8)40)29(41)17(2)13-14-33(9,10)30(28)42/h12-14,17,25-28,31H,3,15-16H2,1-2,4-11H3,(H,43,44)/p-1/b14-13+,24-12-/t17-,25-,26-,27-,28+,31+,34+,35+/m0/s1
InChIKey	MSIONGZCZSCDFP-HLGXRADNSA-M
Formula	C₃₅H₄₅O₁₅-
HBA	15
HBD	0
MW	705.73
Rotatable Bonds	9
TPSA	215.0
LogP	1.43
Number Rings	2
Number Aromatic Rings	0
Heavy Atom Count	50
Formal Charge	-1
Fraction CSP3	0.6
Exact Mass	705.28
Number of Lipinski Rule Violations	2

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Euphorbia paralias	Euphorbiaceae	Plantae	756629

Showing of synonyms

Abdelgaleil SAM, Kassem SMI, et al. (2001). Diterpenoids from Euphorbia paralias. Phytochemistry,2001,58,1135-1139. [View] [PubMed]

No compound-protein relationship available.

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

Level: 0

Mol. Weight: 705.73 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.45
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.9
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 32.86

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.52
Plasma Protein Binding: 93.64
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: Non-Inhibitor
CYP 1A2 Substrate: Non-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: Inhibitor

Excretion

Clearance: 8.13
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -0.6
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.83
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 6.53
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: -65598.87
Rat (Acute): 2.67
Rat (Chronic Oral): 2.98
Fathead Minnow: 102.69
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 2247.83
Hydration Free Energy: -2.92
Log(D) at pH=7.4: 0.13
Log(P): 1.75
Log S: -3.8
Log(Vapor Pressure): -113.83
Melting Point: 170.39
pKa Acid: 4.17
pKa Basic: 0.79

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	3	0.8985
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	3	0.8985

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