ANPDB

Select a section from the left sidebar

Methyl neochebulagate

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

Canonical Smiles	COC(=O)[C@H]1OC(=O)c2c(C1C(C(=O)O[C@@H]1[C@H]3COC(=O)c4cc(O)c(c(c4c4c(C(=O)O[C@@H]1[C@H]([C@@H](O3)OC(=O)c1cc(O)c(c(c1)O)O)O)cc(O)c(c4O)O)O)O)CC(=O)O)c(O)c(c(c2)O)O
InChI	InChI=1S/C42H34O28/c1-64-41(63)34-24(23-12(38(60)68-34)6-18(47)28(53)31(23)56)13(7-20(48)49)40(62)67-33-19-8-65-37(59)10-4-16(45)26(51)29(54)21(10)22-11(5-17(46)27(52)30(22)55)39(61)69-35(33)32(57)42(66-19)70-36(58)9-2-14(43)25(50)15(44)3-9/h2-6,13,19,24,32-35,42-47,50-57H,7-8H2,1H3,(H,48,49)/t13?,19-,24?,32-,33-,34+,35-,42+/m1/s1
InChIKey	MSOALRYEOUDOTB-CRQHAJNRSA-N
Formula	C₄₂H₃₄O₂₈
HBA	27
HBD	14
MW	986.71
Rotatable Bonds	8
TPSA	467.32
LogP	-0.04
Number Rings	7
Number Aromatic Rings	4
Heavy Atom Count	70
Formal Charge	0
Fraction CSP3	0.26
Exact Mass	986.12
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: 102193746

Nmrshiftdb2: 70121404

No compound-protein relationship available.

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)CC(COC5=O)c(c56)cccc6)C(OC(=O)c2cccc3)CC(O4)OC(=O)c7ccccc7

Level: 2

Mol. Weight: 986.71 g/mol

SMILES: c1cccc(c12)C(COC2=O)CC(=O)OC(C(CCO3)OC(=O)c4cccc5)C3COC(=O)c(c6c45)cccc6

Level: 1

Mol. Weight: 986.71 g/mol

SMILES: c1ccccc1C(=O)OC(O2)CC(OC(=O)c3cccc4)CC2COC(=O)c(c5c34)cccc5

Level: 1

Mol. Weight: 986.71 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4CC(CCO4)OC(=O)c2cccc3

Level: 0

Mol. Weight: 986.71 g/mol

SMILES: c1cccc(c12)CCOC2=O

Level: 0

Mol. Weight: 986.71 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 986.71 g/mol

Antioxidant

Absorption

Caco-2 (logPapp): -6.49
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 16552.040
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 2164228.97

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.760
Plasma Protein Binding: 13.18
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: Non-Inhibitor
OATP1B3: Inhibitor

Excretion

Clearance: 6.750
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -50326.200
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.600
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: -3927972161.080
Rat (Acute): 2.520
Rat (Chronic Oral): 10.380
Fathead Minnow: 4958236.660
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: 441775900.010
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -242.310
Log(P): -0.37
Log S: -5.13
Log(Vapor Pressure): -14547487.94
Melting Point: 325.97
pKa Acid: -105967.4
pKa Basic: -816.8

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.8432
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.8432
Seminal ribonuclease	P00669	RNS_BOVIN	Bos taurus	4	0.8309
Seminal ribonuclease	P00669	RNS_BOVIN	Bos taurus	4	0.8309
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8254
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8254
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.8216
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.8216
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	4	0.8069
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	4	0.8069
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8044
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8044
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	3	0.7927
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	3	0.7927
Polymerase acidic protein	Q5EP34	Q5EP34_9INFA	Influenza A virus	3	0.7918
Polymerase acidic protein	Q5EP34	Q5EP34_9INFA	Influenza A virus	3	0.7918
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7798
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7798
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7741
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7741
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7707
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7707
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.7704
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.7704
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7703
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7703
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	4	0.7542
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	4	0.7542
cAMP-dependent protein kinase catalytic subunit alpha	P00517	KAPCA_BOVIN	Bos taurus	3	0.7493
cAMP-dependent protein kinase catalytic subunit alpha	P00517	KAPCA_BOVIN	Bos taurus	3	0.7493
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7439
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7439
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7397
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7397
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	4	0.7365
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	4	0.7365
Formate--tetrahydrofolate ligase	P21164	FTHS_MOOTH	Moorella thermoacetica	3	0.7348
Formate--tetrahydrofolate ligase	P21164	FTHS_MOOTH	Moorella thermoacetica	3	0.7348
3-hydroxy-3-methylglutaryl-coenzyme A reductase	P04035	HMDH_HUMAN	Homo sapiens	3	0.7331
3-hydroxy-3-methylglutaryl-coenzyme A reductase	P04035	HMDH_HUMAN	Homo sapiens	3	0.7331
Ribonuclease J	H9CZL7	H9CZL7_DEIRD	Deinococcus radiodurans	3	0.7261
Ribonuclease J	H9CZL7	H9CZL7_DEIRD	Deinococcus radiodurans	3	0.7261
Thymidylate synthase	P0A884	TYSY_ECOLI	Escherichia coli	4	0.7256
Thymidylate synthase	P0A884	TYSY_ECOLI	Escherichia coli	4	0.7256
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7190
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7190
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7081
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7081
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	4	0.7017
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	4	0.7017

Download SDF