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Methyl neochebulinate

Family: Plantae - Combretaceae
Kingdom: Plantae
Class: Phenolic
- Subclass: Chebulic Ellagitannin

Canonical Smiles	COC(=O)[C@H]1OC(=O)c2c([C@@H]1[C@@H](C(=O)OC1[C@@H](COC(=O)c3cc(O)c(c(c3)O)O)O[C@H]([C@@H]([C@H]1OC(=O)c1cc(O)c(c(c1)O)O)O)OC(=O)c1cc(O)c(c(c1)O)O)CC(=O)O)c(O)c(c(c2)O)O
InChI	InChI=1S/C42H36O28/c1-64-41(63)34-26(25-14(39(61)68-34)8-22(49)30(55)31(25)56)15(9-24(50)51)40(62)67-33-23(10-65-36(58)11-2-16(43)27(52)17(44)3-11)66-42(70-38(60)13-6-20(47)29(54)21(48)7-13)32(57)35(33)69-37(59)12-4-18(45)28(53)19(46)5-12/h2-8,15,23,26,32-35,42-49,52-57H,9-10H2,1H3,(H,50,51)/t15-,23+,26-,32+,33?,34-,35+,42-/m0/s1
InChIKey	KKDZPMDDYIYZJK-HBWFUEBRSA-N
Formula	C₄₂H₃₆O₂₈
HBA	27
HBD	14
MW	988.72
Rotatable Bonds	13
TPSA	467.32
LogP	-0.02
Number Rings	6
Number Aromatic Rings	4
Heavy Atom Count	70
Formal Charge	0
Fraction CSP3	0.26
Exact Mass	988.14
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Terminalia species	Combretaceae	Plantae	39992

Showing of synonyms

Pfundstein B, El Desouky SK, et al. (2010). Polyphenolic compounds in the fruits of Egyptian medicinal plants (Terminalia bellerica, Terminalia chebula and Terminalia horrida): Characterization, quantitation and determination of antioxidant capacities. Phytochemistry,2010,71(10),1132-1148. [View] [PubMed]

Pubchem: 163081818

Nmrshiftdb2: 80004699

No compound-protein relationship available.

SMILES: c1ccccc1C(=O)OCC2C(OC(=O)CC(COC3=O)c(c34)cccc4)C(OC(=O)c5ccccc5)CC(O2)OC(=O)c6ccccc6

Level: 4

Mol. Weight: 988.72 g/mol

SMILES: c1ccccc1C(=O)OCC2C(OC(=O)CC(COC3=O)c(c34)cccc4)CCC(O2)OC(=O)c5ccccc5

Level: 3

Mol. Weight: 988.72 g/mol

SMILES: c1ccccc1C(=O)OC(CCO2)C(OC(=O)CC(COC3=O)c(c34)cccc4)C2COC(=O)c5ccccc5

Level: 3

Mol. Weight: 988.72 g/mol

SMILES: c1ccccc1C(=O)OC2C(OC(=O)CC(COC3=O)c(c34)cccc4)COC(C2)OC(=O)c5ccccc5

Level: 3

Mol. Weight: 988.72 g/mol

SMILES: c1ccccc1C(=O)OCC2CC(OC(=O)c3ccccc3)CC(O2)OC(=O)c4ccccc4

Level: 3

Mol. Weight: 988.72 g/mol

SMILES: c1cccc(c12)C(COC2=O)CC(=O)OC(CCCO3)C3COC(=O)c4ccccc4

Level: 2

Mol. Weight: 988.72 g/mol

SMILES: c1cccc(c12)C(COC2=O)CC(=O)OC3CCC(OC3)OC(=O)c4ccccc4

Level: 2

Mol. Weight: 988.72 g/mol

SMILES: c1cccc(c12)C(COC2=O)CC(=O)OC(COCC3)C3OC(=O)c4ccccc4

Level: 2

Mol. Weight: 988.72 g/mol

SMILES: c1ccccc1C(=O)OCC2CCCC(O2)OC(=O)c3ccccc3

Level: 2

Mol. Weight: 988.72 g/mol

SMILES: c1ccccc1C(=O)OCC2CC(CCO2)OC(=O)c3ccccc3

Level: 2

Mol. Weight: 988.72 g/mol

SMILES: c1ccccc1C(=O)OC2CC(OCC2)OC(=O)c3ccccc3

Level: 2

Mol. Weight: 988.72 g/mol

SMILES: C1OCCCC1OC(=O)CC(COC2=O)c(c23)cccc3

Level: 1

Mol. Weight: 988.72 g/mol

SMILES: c1ccccc1C(=O)OCC2CCCCO2

Level: 1

Mol. Weight: 988.72 g/mol

SMILES: c1ccccc1C(=O)OC2CCOCC2

Level: 1

Mol. Weight: 988.72 g/mol

SMILES: c1ccccc1C(=O)OC2CCCCO2

Level: 1

Mol. Weight: 988.72 g/mol

SMILES: c1cccc(c12)CCOC2=O

Level: 0

Mol. Weight: 988.72 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 988.72 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 988.72 g/mol

Antioxidant

Absorption

Caco-2 (logPapp): -6.46
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 13094.130
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 1712257.27

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.680
Plasma Protein Binding: 21.27
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: 7.610
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -39815.570
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.680
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 4.050
Micronucleos: Toxic
NR-AhR: Toxic
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -3107669131.900
Rat (Acute): 2.470
Rat (Chronic Oral): 8.860
Fathead Minnow: 3922781.220
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Toxic

General Properties

Boiling Point: 349514824.730
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -187.680
Log(P): 0.05
Log S: -5.38
Log(Vapor Pressure): -11509373.11
Melting Point: 308.63
pKa Acid: -83818.69
pKa Basic: -643.53

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.8288
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.8288
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.7758
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.7758
UTP-monosaccharide-1-phosphate uridylyltransferase	D3G6S4	D3G6S4_LEIMA	Leishmania major	3	0.7539
UTP-monosaccharide-1-phosphate uridylyltransferase	D3G6S4	D3G6S4_LEIMA	Leishmania major	3	0.7539
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	4	0.7521
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	4	0.7521
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7489
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7489

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