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6-O-[5-O-(4-hydroxy, 3-methoxybenzoyl)]-beta-apiofuranosyl]-alpha/beta-glucopyranoside

Family: Plantae - Ebenaceae
Kingdom: Plantae
Class: Phenolic

Canonical Smiles	COc1cc(ccc1O)C(=O)OCC1(O)CO[C@@H]([C@H]1O)OC[C@@H]1OC(O)[C@H]([C@@H]([C@H]1O)O)O
InChI	InChI=1S/C19H26O13/c1-28-10-4-8(2-3-9(10)20)16(25)30-6-19(27)7-31-18(15(19)24)29-5-11-12(21)13(22)14(23)17(26)32-11/h2-4,11-15,17-18,20-24,26-27H,5-7H2,1H3/t11-,12-,13+,14-,15+,17?,18-,19?/m0/s1
InChIKey	SCTAVSVITYCISR-YJUHFBCTSA-N
Formula	C₁₉H₂₆O₁₃
HBA	13
HBD	7
MW	462.4
Rotatable Bonds	7
TPSA	204.83
LogP	-3.18
Number Rings	3
Number Aromatic Rings	1
Heavy Atom Count	32
Formal Charge	0
Fraction CSP3	0.63
Exact Mass	462.14
Number of Lipinski Rule Violations	2

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Diospyros bipindensis	Ebenaceae	Plantae	413723

Showing of synonyms

Cesari I, Queiroz EF, et al. (2013). Extensive phytochemical investigation of the polar constituents of Diospyros bipindensis Gürke traditionally used by Baka pygmies.. Phytochemistry,2013, 96, 279-287. [View] [PubMed]

No compound-protein relationship available.

SMILES: c1ccccc1C(=O)OCC2CC(OC2)OCC3CCCCO3

Level: 2

Mol. Weight: 462.4 g/mol

SMILES: c1ccccc1C(=O)OCC2CCOC2

Level: 1

Mol. Weight: 462.4 g/mol

SMILES: O1CCCCC1COC2CCCO2

Level: 1

Mol. Weight: 462.4 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 462.4 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 462.4 g/mol

SMILES: C1CCOC1

Level: 0

Mol. Weight: 462.4 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.23
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.260
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -1.04

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.690
Plasma Protein Binding: 56.13
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: 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: Non-Inhibitor

Excretion

Clearance: 7.150
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Safe
Bioconcentration Factor: -3.060
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.010
Liver Injury II: Safe
hERG Blockers: Safe
Daphnia Maga: 5.850
Micronucleos: Toxic
NR-AhR: Safe
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: -60.140
Rat (Acute): 1.890
Rat (Chronic Oral): 3.820
Fathead Minnow: 3.550
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: 541.580
Hydration Free Energy: -5.450
Log(D) at pH=7.4: -0.500
Log(P): -1.93
Log S: -2.12
Log(Vapor Pressure): -14.67
Melting Point: 178.43
pKa Acid: 3.69
pKa Basic: 4.55

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.9423
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.9422
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.9417
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	3	0.9412
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.9332
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.9251
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.9183
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.8998
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.8967
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8957
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8875
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.8826
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.8800
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8769
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.8747
Pantothenate synthetase	P9WIL5	PANC_MYCTU	Mycobacterium tuberculosis	3	0.8657
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8532
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8520
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.8497
Cytochrome P450	Q93H81	Q93H81_STRAX	Streptomyces avermitilis	3	0.8475
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.8391
Tannase	B3Y018	B3Y018_LACPN	Lactiplantibacillus plantarum	4	0.8319
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	3	0.8242
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.8134
Hypoxanthine phosphoribosyltransferase	Q4DRC4	Q4DRC4_TRYCC	Trypanosoma cruzi	3	0.8092
DNA gyrase subunit A	P0AES5	GYRA_SHIFL	Shigella flexneri	3	0.7998
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7982
Tyrosine-protein kinase JAK1	P23458	JAK1_HUMAN	Homo sapiens	4	0.7841
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7826
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	3	0.7826
Lactoperoxidase	P80025	PERL_BOVIN	Bos taurus	3	0.7800
Eukaryotic translation initiation factor 4E-1	P29557	IF4E1_WHEAT	Triticum aestivum	4	0.7791
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	3	0.7741
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7696
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7667
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	3	0.7655
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4	Q9Y3Q4	HCN4_HUMAN	Homo sapiens	4	0.7651
Thymidine phosphorylase	Q7CP66	TYPH_SALTY	Salmonella typhimurium	3	0.7640
Aurora kinase A	O14965	AURKA_HUMAN	Homo sapiens	3	0.7601
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7570
Protein mono-ADP-ribosyltransferase PARP3	Q9Y6F1	PARP3_HUMAN	Homo sapiens	3	0.7549
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7539
Ephrin type-A receptor 2	P29317	EPHA2_HUMAN	Homo sapiens	3	0.7531
Kinesin-like protein KIF11	P52732	KIF11_HUMAN	Homo sapiens	4	0.7479
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7456
Aurora kinase A	O14965	AURKA_HUMAN	Homo sapiens	3	0.7448
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7426
Type II methyltransferase M.TaqI	P14385	MTTA_THEAQ	Thermus aquaticus	3	0.7423
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	3	0.7415
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7392
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7384
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.7381
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7372
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	2	0.7369
DNA-(apurinic or apyrimidinic site) lyase	Q97FM4	Q97FM4_CLOAB	Clostridium acetobutylicum	4	0.7365
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7363
3',5'-cyclic-AMP phosphodiesterase 4B	Q07343	PDE4B_HUMAN	Homo sapiens	3	0.7355
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	3	0.7344
Histone-lysine N-methyltransferase EHMT1	Q9H9B1	EHMT1_HUMAN	Homo sapiens	3	0.7337
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	3	0.7330
Proto-oncogene tyrosine-protein kinase receptor Ret	P07949	RET_HUMAN	Homo sapiens	3	0.7326
Tannase	B3Y018	B3Y018_LACPN	Lactiplantibacillus plantarum	3	0.7308
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7306
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7296
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	2	0.7296
Methylmalonyl-CoA decarboxylase	P52045	SCPB_ECOLI	Escherichia coli	3	0.7290
histidine kinase	O32393	O32393_ARTPT	Arthrospira platensis	3	0.7289
Histone-lysine N-methyltransferase SETD7	Q8WTS6	SETD7_HUMAN	Homo sapiens	3	0.7286
5-methylthioadenosine/S-adenosylhomocysteine deaminase	Q7NZ90	Q7NZ90_CHRVO	Chromobacterium violaceum	3	0.7250
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	3	0.7249
3-hydroxyanthranilate 3,4-dioxygenase	Q1LCS4	3HAO_CUPMC	Cupriavidus metallidurans	2	0.7249
Uncharacterized protein	Q3F0V8	Q3F0V8_BACTI	Bacillus thuringiensis serovar israelensis ATCC 35646	3	0.7246
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7238
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	2	0.7235
Histone-lysine N-methyltransferase EHMT2	Q96KQ7	EHMT2_HUMAN	Homo sapiens	3	0.7224
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	2	0.7224
Geranyl diphosphate 2-C-methyltransferase	D3KYU3	GPPMT_STRLS	Streptomyces lasalocidi	3	0.7211
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	2	0.7206
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7202
Tannase	B3Y018	B3Y018_LACPN	Lactiplantibacillus plantarum	3	0.7189
Cytidine and deoxycytidylate deaminase zinc-binding region	Q82Y41	Q82Y41_NITEU	Nitrosomonas europaea	2	0.7176
Methionine aminopeptidase	P0AE18	MAP1_ECOLI	Escherichia coli	3	0.7166
Histone-lysine N-methyltransferase 2A	Q03164	KMT2A_HUMAN	Homo sapiens	3	0.7162
Dihydrofolate reductase	P00378	DYR_CHICK	Gallus gallus	3	0.7155
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7151
Histone-lysine N-methyltransferase ASH1L	Q9NR48	ASH1L_HUMAN	Homo sapiens	4	0.7141
Histone-lysine N-methyltransferase, H3 lysine-9 specific SUVH4	Q8GZB6	SUVH4_ARATH	Arabidopsis thaliana	3	0.7129
Histone-lysine N-methyltransferase EHMT1	Q9H9B1	EHMT1_HUMAN	Homo sapiens	3	0.7124
Norsolorinic acid synthase	Q12053	AFLC_ASPPU	Aspergillus parasiticus	2	0.7118
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	2	0.7114
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.7111
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7110
UDP-galactopyranose mutase	Q48485	GLF1_KLEPN	Klebsiella pneumoniae	3	0.7107
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	3	0.7101
dTDP-4-dehydrorhamnose 3,5-epimerase	A0A6L7H6N0	A0A1S0QLH9_BACAN	Bacillus anthracis	3	0.7099
Aurora kinase A	O14965	AURKA_HUMAN	Homo sapiens	3	0.7086
Histone-lysine N-methyltransferase 2C	Q8NEZ4	KMT2C_HUMAN	Homo sapiens	3	0.7085
Bifunctional epoxide hydrolase 2	P34913	HYES_HUMAN	Homo sapiens	2	0.7085
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7083
Mitogen-activated protein kinase FUS3	P16892	FUS3_YEAST	Saccharomyces cerevisiae	4	0.7077
Carbonic anhydrase 4	Q64444	CAH4_MOUSE	Mus musculus	2	0.7077
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	4	0.7075
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	3	0.7063
Ribonuclease TTHA0252	Q5SLP1	RNSE_THET8	Thermus thermophilus	3	0.7055
Uncharacterized protein YML079W	Q03629	YMH9_YEAST	Saccharomyces cerevisiae	2	0.7055
Histone-lysine N-methyltransferase EHMT1	Q9H9B1	EHMT1_HUMAN	Homo sapiens	3	0.7043
ATP-dependent protease subunit HslV	P0A7B8	HSLV_ECOLI	Escherichia coli	3	0.7040
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7027
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	2	0.7023
Rho family GTPase	C4M4W4	C4M4W4_ENTHI	Entamoeba histolytica	4	0.7021
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	3	0.7021
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	2	0.7018
Avidin	P02701	AVID_CHICK	Gallus gallus	2	0.7015
ADP compounds hydrolase NudE	P45799	NUDE_ECOLI	Escherichia coli	2	0.7012
Avidin	P02701	AVID_CHICK	Gallus gallus	2	0.7011
N-acetyltransferase domain-containing protein	Q9HV14	Q9HV14_PSEAE	Pseudomonas aeruginosa	3	0.7007
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	2	0.7006
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.7002
Transitional endoplasmic reticulum ATPase	Q01853	TERA_MOUSE	Mus musculus	3	0.7001

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