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4-O-methyl guaiacylglycerol-9-O-beta-glucopyranoside

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

Canonical Smiles	OC[C@H]1OC(OCC(C(c2ccc(c(c2)OC)OC)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	InChI=1S/C17H26O10/c1-24-10-4-3-8(5-11(10)25-2)13(20)9(19)7-26-17-16(23)15(22)14(21)12(6-18)27-17/h3-5,9,12-23H,6-7H2,1-2H3/t9?,12-,13?,14-,15+,16-,17?/m1/s1
InChIKey	UBFSPQXFYOBOKD-ZQDYQFLPSA-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: 162875570

Nmrshiftdb2: 70002527

No compound-protein relationship available.

SMILES: c1ccccc1CCCOC2CCCCO2

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): -5.59
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.2
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -1.45

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.66
Plasma Protein Binding: 41.38
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: 5.7
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -2.08
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.2
Liver Injury II: Safe
hERG Blockers: Safe
Daphnia Maga: 4.39
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: -6.41
Rat (Acute): 2.12
Rat (Chronic Oral): 3.73
Fathead Minnow: 3.34
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: 470.72
Hydration Free Energy: -15.17
Log(D) at pH=7.4: -0.57
Log(P): -1.74
Log S: -1.64
Log(Vapor Pressure): -12.08
Melting Point: 141.94
pKa Acid: 6.4
pKa Basic: 3.33

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.9255
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.9255
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.8977
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.8977
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	3	0.8855
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	3	0.8855
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.8679
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.8679
NADPH dehydrogenase 1	Q02899	OYE1_SACPS	Saccharomyces pastorianus	3	0.8430
NADPH dehydrogenase 1	Q02899	OYE1_SACPS	Saccharomyces pastorianus	3	0.8430
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	3	0.8358
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	3	0.8358
L-lactate dehydrogenase A chain	P04642	LDHA_RAT	Rattus norvegicus	3	0.8298
L-lactate dehydrogenase A chain	P04642	LDHA_RAT	Rattus norvegicus	3	0.8298
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.7985
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.7985
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.7912
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.7912
DNA gyrase subunit A	P0AES5	GYRA_SHIFL	Shigella flexneri	3	0.7872
DNA gyrase subunit A	P0AES5	GYRA_SHIFL	Shigella flexneri	3	0.7872
beta-glucosidase	Q92AS9	Q92AS9_LISIN	Listeria innocua serovar 6a	3	0.7813
beta-glucosidase	Q92AS9	Q92AS9_LISIN	Listeria innocua serovar 6a	3	0.7813
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.7767
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.7767
Lactoperoxidase	P80025	PERL_BOVIN	Bos taurus	3	0.7693
Lactoperoxidase	P80025	PERL_BOVIN	Bos taurus	3	0.7693
Gag-Pol polyprotein	P03369	POL_HV1A2	Human immunodeficiency virus type 1 group M subtype B	3	0.7571
Gag-Pol polyprotein	P03369	POL_HV1A2	Human immunodeficiency virus type 1 group M subtype B	3	0.7571
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7517
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7517
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7509
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7509
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	2	0.7504
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	2	0.7504
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7480
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7480
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7468
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7468
Pantothenate synthetase	P9WIL5	PANC_MYCTU	Mycobacterium tuberculosis	3	0.7416
Pantothenate synthetase	P9WIL5	PANC_MYCTU	Mycobacterium tuberculosis	3	0.7416
Beta-lactamase	Q9L5C8	Q9L5C8_ECOLX	Escherichia coli	3	0.7411
Beta-lactamase	Q9L5C8	Q9L5C8_ECOLX	Escherichia coli	3	0.7411
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7404
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7404
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	2	0.7389
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	2	0.7389
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7351
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7351
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7328
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7328
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7298
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7298
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7288
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7288
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7264
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7264
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	2	0.7248
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	2	0.7248
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7247
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7247
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7241
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7241
DNA-directed DNA polymerase	Q38087	DPOL_BPR69	Escherichia phage RB69	3	0.7239
DNA-directed DNA polymerase	Q38087	DPOL_BPR69	Escherichia phage RB69	3	0.7239
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	2	0.7229
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	2	0.7229
Aspartokinase 1, chloroplastic	Q9LYU8	AK1_ARATH	Arabidopsis thaliana	3	0.7206
Aspartokinase 1, chloroplastic	Q9LYU8	AK1_ARATH	Arabidopsis thaliana	3	0.7206
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7206
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7206
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	3	0.7184
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	3	0.7184
Elongation factor Tu 1	P0CE47	EFTU1_ECOLI	Escherichia coli	3	0.7178
Elongation factor Tu 1	P0CE47	EFTU1_ECOLI	Escherichia coli	3	0.7178
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	2	0.7163
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	2	0.7163
RNA polymerase sigma factor SigA	Q5SKW1	Q5SKW1_THET8	Thermus thermophilus	3	0.7127
RNA polymerase sigma factor SigA	Q5SKW1	Q5SKW1_THET8	Thermus thermophilus	3	0.7127
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	2	0.7125
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	2	0.7125
Proton-gated ion channel	Q7NDN8	GLIC_GLOVI	Gloeobacter violaceus	3	0.7125
Proton-gated ion channel	Q7NDN8	GLIC_GLOVI	Gloeobacter violaceus	3	0.7125
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7095
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7095
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7093
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7093
Purine nucleoside phosphorylase DeoD-type	O34925	DEOD_BACSU	Bacillus subtilis	3	0.7091
Purine nucleoside phosphorylase DeoD-type	O34925	DEOD_BACSU	Bacillus subtilis	3	0.7091
DNA (cytosine-5)-methyltransferase 1	Q9AXT8	H32_ARATH	Zea mays	3	0.7078
DNA (cytosine-5)-methyltransferase 1	Q9AXT8	H32_ARATH	Zea mays	3	0.7078
cGMP-dependent 3',5'-cyclic phosphodiesterase	O00408	PDE2A_HUMAN	Homo sapiens	3	0.7075
cGMP-dependent 3',5'-cyclic phosphodiesterase	O00408	PDE2A_HUMAN	Homo sapiens	3	0.7075
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1	O50008	METE1_ARATH	Arabidopsis thaliana	2	0.7069
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1	O50008	METE1_ARATH	Arabidopsis thaliana	2	0.7069
ADP compounds hydrolase NudE	P45799	NUDE_ECOLI	Escherichia coli	2	0.7053
ADP compounds hydrolase NudE	P45799	NUDE_ECOLI	Escherichia coli	2	0.7053
Putative b-glycan phosphorylase	Q21MB1	Q21MB1_SACD2	Saccharophagus degradans	4	0.7052
Putative b-glycan phosphorylase	Q21MB1	Q21MB1_SACD2	Saccharophagus degradans	4	0.7052
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	3	0.7048
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	3	0.7048
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	2	0.7042
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	2	0.7042
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	2	0.7039
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	2	0.7039
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.7034
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.7034
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	3	0.7006
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	3	0.7006

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