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(1S,2R,3R,3aR,4R,5S,10R,12R,13S,13aS)-3,4,10,13-tetrakis(acetyloxy)-3a-hydroxy-2,5,8,8,12-pentamethyl-9-oxo-tetradecahydro-1H-cyclopenta[12]annulen-1-yl benzoate

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

Canonical Smiles	CC(=O)O[C@@H]1[C@H](C)[C@@H]([C@H]2[C@@]1(O)[C@H](OC(=O)C)[C@@]1([C@@]([C@@H]2OC(=O)C)(C)C[C@@]2([C@H]1CC(C2=O)(C)C)OC(=O)C)C)OC(=O)c1ccccc1
InChI	InChI=1S/C35H44O12/c1-17-25(46-28(40)22-13-11-10-12-14-22)24-27(44-19(3)37)32(8)16-34(47-21(5)39)23(15-31(6,7)29(34)41)33(32,9)30(45-20(4)38)35(24,42)26(17)43-18(2)36/h10-14,17,23-27,30,42H,15-16H2,1-9H3/t17-,23+,24-,25+,26-,27-,30-,32+,33-,34+,35+/m1/s1
InChIKey	SJGCQOVOMXNEOA-SSCWBVFASA-N
Formula	C₃₅H₄₄O₁₂
HBA	12
HBD	1
MW	656.73
Rotatable Bonds	6
TPSA	168.8
LogP	3.35
Number Rings	5
Number Aromatic Rings	1
Heavy Atom Count	47
Formal Charge	0
Fraction CSP3	0.66
Exact Mass	656.28
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]

Pubchem: 5275800

Zinc: ZINC000255264606

Nmrshiftdb2: 70049095

No compound-protein relationship available.

SMILES: c1ccccc1C(=O)OC2CCC(C3)C2CC(C4)C3C(C45)CCC5=O

Level: 1

Mol. Weight: 656.73 g/mol

SMILES: O=C1CCC(C12)C3C(C2)CC4C(C3)CCC4

Level: 0

Mol. Weight: 656.73 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 656.73 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.18
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.61
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 23.89

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.46
Plasma Protein Binding: 105.13
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: Inhibitor
CYP 2C9 Substrate: Non-Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Inhibitor
OATP1B3: Inhibitor

Excretion

Clearance: 7.59
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: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.71
Liver Injury II: Toxic
hERG Blockers: Toxic
Daphnia Maga: 6.32
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: Safe
T. Pyriformis: -47560.67
Rat (Acute): 4.41
Rat (Chronic Oral): 2.88
Fathead Minnow: 79.76
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 938.41
Hydration Free Energy: -2.92
Log(D) at pH=7.4: 2.19
Log(P): 4.03
Log S: -4.96
Log(Vapor Pressure): -55.24
Melting Point: 225.33
pKa Acid: 7.01
pKa Basic: 1.06

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7266
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7266
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial	Q33862	Q33862_ASCSU	Ascaris suum	3	0.7097
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial	Q33862	Q33862_ASCSU	Ascaris suum	3	0.7097

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