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4-O-methyl guaiacylglycerol 8-O-beta-glucopyranoside

Family: Plantae - Euphorbiaceae
Kingdom: Plantae
Class: Phenolic
- Subclass: Phenylpropanoid Glycoside

Canonical Smiles	OCC(C(c1ccc(c(c1)OC)OC)O)OC1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
InChI	InChI=1S/C17H26O10/c1-24-9-4-3-8(5-10(9)25-2)13(20)11(6-18)26-17-16(23)15(22)14(21)12(7-19)27-17/h3-5,11-23H,6-7H2,1-2H3/t11?,12-,13?,14-,15+,16-,17?/m1/s1
InChIKey	VQXHZMYMVDMDBY-NQXHUBJOSA-N
Formula	C₁₇H₂₆O₁₀
HBA	10
HBD	6
MW	390.39
Rotatable Bonds	8
TPSA	158.3
LogP	-2.09
Number Rings	2
Number Aromatic Rings	1
Heavy Atom Count	27
Formal Charge	0
Fraction CSP3	0.65
Exact Mass	390.15
Number of Lipinski Rule Violations	1

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Chrozophora obliqua	Euphorbiaceae	Plantae	316753

Showing of synonyms

Mohamed KM (2001). Phenylpropanoid glucosides from Chrozophora obliqua. Phytochemistry,2001,58,615-618. [View] [PubMed]

Pubchem: 163017935

Nmrshiftdb2: 70002532

No compound-protein relationship available.

SMILES: c1ccccc1CCOC2CCCCO2

Level: 1

Mol. Weight: 390.39 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 390.39 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 390.39 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.57
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.22
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -1.12

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.64
Plasma Protein Binding: 40.21
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: 5.33
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -1.88
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.12
Liver Injury II: Safe
hERG Blockers: Safe
Daphnia Maga: 4.34
Micronucleos: Safe
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: -6.37
Rat (Acute): 2.21
Rat (Chronic Oral): 3.64
Fathead Minnow: 3.31
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: 465.21
Hydration Free Energy: -15.26
Log(D) at pH=7.4: -0.86
Log(P): -1.36
Log S: -1.56
Log(Vapor Pressure): -11.69
Melting Point: 142.6
pKa Acid: 6.6
pKa Basic: 3.44

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.8936
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.8936
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8894
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8894
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	3	0.8824
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	3	0.8824
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.8820
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.8820
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8789
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8789
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	3	0.8248
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	3	0.8248
Non-receptor tyrosine-protein kinase TYK2	P29597	TYK2_HUMAN	Homo sapiens	3	0.8224
Non-receptor tyrosine-protein kinase TYK2	P29597	TYK2_HUMAN	Homo sapiens	3	0.8224
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.8097
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.8097
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7996
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7996
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	3	0.7955
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	3	0.7955
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7947
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7947
Non-receptor tyrosine-protein kinase TYK2	P29597	TYK2_HUMAN	Homo sapiens	3	0.7932
Non-receptor tyrosine-protein kinase TYK2	P29597	TYK2_HUMAN	Homo sapiens	3	0.7932
Tetracycline repressor protein class B from transposon Tn10	P04483	TETR2_ECOLX	Escherichia coli	3	0.7921
Tetracycline repressor protein class B from transposon Tn10	P04483	TETR2_ECOLX	Escherichia coli	3	0.7921
L-lactate dehydrogenase A chain	P04642	LDHA_RAT	Rattus norvegicus	3	0.7831
L-lactate dehydrogenase A chain	P04642	LDHA_RAT	Rattus norvegicus	3	0.7831
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.7814
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.7814
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.7734
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.7734
Non-receptor tyrosine-protein kinase TYK2	P29597	TYK2_HUMAN	Homo sapiens	3	0.7719
Non-receptor tyrosine-protein kinase TYK2	P29597	TYK2_HUMAN	Homo sapiens	3	0.7719
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7713
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7713
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7561
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7561
DNA gyrase subunit A	P0AES5	GYRA_SHIFL	Shigella flexneri	3	0.7533
DNA gyrase subunit A	P0AES5	GYRA_SHIFL	Shigella flexneri	3	0.7533
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7520
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7520
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.7509
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.7509
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7502
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7502
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7456
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7456
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.7403
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.7403
Thermolysin	P00800	THER_BACTH	Bacillus thermoproteolyticus	3	0.7359
Thermolysin	P00800	THER_BACTH	Bacillus thermoproteolyticus	3	0.7359
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7295
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7295
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7287
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7287
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7286
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7286
Proton-gated ion channel	Q7NDN8	GLIC_GLOVI	Gloeobacter violaceus	3	0.7284
Proton-gated ion channel	Q7NDN8	GLIC_GLOVI	Gloeobacter violaceus	3	0.7284
NADPH dehydrogenase 1	Q02899	OYE1_SACPS	Saccharomyces pastorianus	3	0.7264
NADPH dehydrogenase 1	Q02899	OYE1_SACPS	Saccharomyces pastorianus	3	0.7264
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7259
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7259
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	3	0.7252
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	3	0.7252
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7232
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7232
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7231
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7231
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7231
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7231
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7224
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7224
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7174
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7174
Mitogen-activated protein kinase 1	P63086	MK01_RAT	Rattus norvegicus	3	0.7165
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7165
Mitogen-activated protein kinase 1	P63086	MK01_RAT	Rattus norvegicus	3	0.7165
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7165
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	2	0.7139
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	2	0.7139
Type II methyltransferase M.TaqI	P14385	MTTA_THEAQ	Thermus aquaticus	3	0.7133
Type II methyltransferase M.TaqI	P14385	MTTA_THEAQ	Thermus aquaticus	3	0.7133
GMP reductase	Q81JJ9	GUAC_BACAN	Bacillus anthracis	2	0.7119
GMP reductase	Q81JJ9	GUAC_BACAN	Bacillus anthracis	2	0.7119
Putative b-glycan phosphorylase	Q21MB1	Q21MB1_SACD2	Saccharophagus degradans	4	0.7092
Putative b-glycan phosphorylase	Q21MB1	Q21MB1_SACD2	Saccharophagus degradans	4	0.7092
Serine/threonine-protein kinase PLK1	P53350	PLK1_HUMAN	Homo sapiens	3	0.7082
Serine/threonine-protein kinase PLK1	P53350	PLK1_HUMAN	Homo sapiens	3	0.7082
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7068
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7068
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.7059
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.7059
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1	O50008	METE1_ARATH	Arabidopsis thaliana	2	0.7056
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1	O50008	METE1_ARATH	Arabidopsis thaliana	2	0.7056
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7049
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7049
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	2	0.7036
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	2	0.7036
Prolyl tripeptidyl peptidase	Q7MUW6	PTP_PORGI	Porphyromonas gingivalis	3	0.7024
Prolyl tripeptidyl peptidase	Q7MUW6	PTP_PORGI	Porphyromonas gingivalis	3	0.7024
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7024
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7024
Gag-Pol polyprotein	P04584	POL_HV2RO	Human immunodeficiency virus type 2 subtype A	4	0.7019
Gag-Pol polyprotein	P04584	POL_HV2RO	Human immunodeficiency virus type 2 subtype A	4	0.7019
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	2	0.7012
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	2	0.7012

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