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Isomartynoside

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

Canonical Smiles	COc1ccc(cc1O)CCO[C@@H]1O[C@H](COC(=O)/C=C/c2ccc(c(c2)OC)O)[C@H]([C@@H]([C@H]1O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O
InChI	InChI=1S/C31H40O15/c1-15-24(35)26(37)27(38)31(44-15)46-29-25(36)22(14-43-23(34)9-6-16-4-7-18(32)21(13-16)41-3)45-30(28(29)39)42-11-10-17-5-8-20(40-2)19(33)12-17/h4-9,12-13,15,22,24-33,35-39H,10-11,14H2,1-3H3/b9-6+/t15-,22+,24-,25+,26+,27+,28+,29-,30+,31-/m0/s1
InChIKey	NFTBVWKAIZBSRS-ZXLVUZSHSA-N
Formula	C₃₁H₄₀O₁₅
HBA	15
HBD	7
MW	652.65
Rotatable Bonds	12
TPSA	223.29
LogP	-0.41
Number Rings	4
Number Aromatic Rings	2
Heavy Atom Count	46
Formal Charge	0
Fraction CSP3	0.52
Exact Mass	652.24
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Verbascum atlanticum	Plantaginaceae	Plantae	39257

Showing of synonyms

Khentoul H, Bensouici C, et al. (2020). Chemical constituents and HRESI-MS analysis of an Algerian endemic plant - Verbascum atlanticum batt. - extracts and their antioxidant activity. Natural product research, 2020, 34(20), 3008-3012. [View] [PubMed]

Pubchem: 91895373

Cas: 94410-22-7

Zinc: ZINC000252586067

Nmrshiftdb2: 70003788

Chembl: CHEMBL3359820

No compound-protein relationship available.

SMILES: c1ccccc1C=CC(=O)OCC2CC(OC3CCCCO3)CC(O2)OCCc4ccccc4

Level: 3

Mol. Weight: 652.65 g/mol

SMILES: c1ccccc1C=CC(=O)OCC2CCCC(O2)OCCc3ccccc3

Level: 2

Mol. Weight: 652.65 g/mol

SMILES: c1ccccc1C=CC(=O)OCC2CC(CCO2)OC3CCCCO3

Level: 2

Mol. Weight: 652.65 g/mol

SMILES: c1ccccc1CCOC(OCC2)CC2OC3CCCCO3

Level: 2

Mol. Weight: 652.65 g/mol

SMILES: O1CCCCC1COC(=O)C=Cc2ccccc2

Level: 1

Mol. Weight: 652.65 g/mol

SMILES: c1ccccc1CCOC2CCCCO2

Level: 1

Mol. Weight: 652.65 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 652.65 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 652.65 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 652.65 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.54
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -4.980
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 28.82

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.860
Plasma Protein Binding: 70.52
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: 8.690
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -2.030
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.640
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 6.140
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: -54251.760
Rat (Acute): 2.280
Rat (Chronic Oral): 4.190
Fathead Minnow: 85.480
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 1017.900
Hydration Free Energy: -2.920
Log(D) at pH=7.4: 1.250
Log(P): 0.69
Log S: -4.51
Log(Vapor Pressure): -53.98
Melting Point: 184.16
pKa Acid: 5.24
pKa Basic: 1.61

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.9551
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.9512
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.9400
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.9382
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.9210
Thymidine phosphorylase	Q7CP66	TYPH_SALTY	Salmonella typhimurium	3	0.8958
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	3	0.8933
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8839
Thermolysin	P00800	THER_BACTH	Bacillus thermoproteolyticus	3	0.8780
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8729
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.8721
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8690
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8667
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	3	0.8560
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.8538
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.8537
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.8500
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.8235
NADPH-dependent oxidoreductase 2-alkenal reductase	Q39172	AER_ARATH	Arabidopsis thaliana	3	0.8167
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	3	0.8125
2-aminohexano-6-lactam racemase	Q7M181	ACLR_ACHOB	Achromobacter obae	3	0.8103
Hypoxanthine phosphoribosyltransferase	Q4DRC4	Q4DRC4_TRYCC	Trypanosoma cruzi	3	0.8091
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.8060
Vitamin D-binding protein	P02774	VTDB_HUMAN	Homo sapiens	3	0.8038
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8033
Caffeic acid O-methyltransferase	Q9ZTU2	Q9ZTU2_LOLPR	Lolium perenne	4	0.8025
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.7955
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7916
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7885
Soluble cytochrome b562	P0ABE7	C562_ECOLX	Escherichia coli	3	0.7863
Tyrosine-protein kinase JAK1	P23458	JAK1_HUMAN	Homo sapiens	3	0.7851
Tyrosine-protein kinase JAK1	P23458	JAK1_HUMAN	Homo sapiens	3	0.7830
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7751
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	3	0.7740
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7735
Lactoperoxidase	P80025	PERL_BOVIN	Bos taurus	3	0.7668
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7628
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.7611
Purine nucleoside phosphorylase 2	P45563	XAPA_ECOLI	Escherichia coli	3	0.7595
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7559
Valacyclovir hydrolase	Q86WA6	BPHL_HUMAN	Homo sapiens	3	0.7542
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7535
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7531
Soluble cytochrome b562	P0ABE7	C562_ECOLX	Escherichia coli	3	0.7527
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.7507
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7451
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7446
Seminal ribonuclease	P00669	RNS_BOVIN	Bos taurus	3	0.7421
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7404
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	2	0.7402
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	2	0.7380
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	2	0.7368
16S rRNA (adenine(1408)-N(1))-methyltransferase	A8C927	NPMA_ECOLX	Escherichia coli	3	0.7365
Histone-lysine N-methyltransferase SETD7	Q8WTS6	SETD7_HUMAN	Homo sapiens	3	0.7343
3-hydroxyanthranilate 3,4-dioxygenase	Q1LCS4	3HAO_CUPMC	Cupriavidus metallidurans	2	0.7340
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	2	0.7327
Ribonuclease J	H9CZL7	H9CZL7_DEIRD	Deinococcus radiodurans	3	0.7321
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	3	0.7317
Purine nucleoside phosphorylase	Q9BMI9	Q9BMI9_SCHMA	Schistosoma mansoni	3	0.7300
Histone-lysine N-methyltransferase EHMT1	Q9H9B1	EHMT1_HUMAN	Homo sapiens	3	0.7293
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	2	0.7289
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7282
Xylose isomerase	P24300	XYLA_STRRU	Streptomyces rubiginosus	3	0.7279
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	3	0.7277
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	2	0.7252
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	4	0.7238
Histone-lysine N-methyltransferase 2C	Q8NEZ4	KMT2C_HUMAN	Homo sapiens	3	0.7237
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7235
Thermolysin	P00800	THER_BACTH	Bacillus thermoproteolyticus	2	0.7235
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	2	0.7232
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	2	0.7222
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7221
Tyrosine-protein kinase JAK1	P23458	JAK1_HUMAN	Homo sapiens	3	0.7219
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.7214
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	2	0.7214
Purine nucleoside phosphorylase	B9JYS2	B9JYS2_AGRVS	Agrobacterium vitis	3	0.7211
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	2	0.7205
Cytochrome b-c1 complex subunit 1, mitochondrial	P31800	QCR1_BOVIN	Bos taurus	3	0.7202
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7171
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7171
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	2	0.7167
SKP1-like protein 1A	Q39255	SKP1A_ARATH	Arabidopsis thaliana	3	0.7166
Cytidine and deoxycytidylate deaminase zinc-binding region	Q82Y41	Q82Y41_NITEU	Nitrosomonas europaea	3	0.7163
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7162
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	3	0.7157
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7156
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	3	0.7155
cGMP-dependent 3',5'-cyclic phosphodiesterase	O00408	PDE2A_HUMAN	Homo sapiens	3	0.7154
Serine/threonine-protein kinase toxin HipA	P23874	HIPA_ECOLI	Escherichia coli	2	0.7147
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7140
Histone-lysine N-methyltransferase EHMT1	Q9H9B1	EHMT1_HUMAN	Homo sapiens	3	0.7140
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.7135
Nickel-binding periplasmic protein	P33590	NIKA_ECOLI	Escherichia coli	2	0.7133
Disks large homolog 1	Q12959	DLG1_HUMAN	Homo sapiens	3	0.7125
Single-strand selective monofunctional uracil DNA glycosylase	Q9YGN6	SMUG1_XENLA	Xenopus laevis	3	0.7121
Uncharacterized protein YML079W	Q03629	YMH9_YEAST	Saccharomyces cerevisiae	2	0.7118
Histone-lysine N-methyltransferase, H3 lysine-9 specific SUVH4	Q8GZB6	SUVH4_ARATH	Arabidopsis thaliana	3	0.7116
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	3	0.7116
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	2	0.7102
Purine nucleoside phosphorylase DeoD-type	P0ABP9	DEOD_ECO57	Escherichia coli O157:H7	2	0.7101
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	2	0.7088
Insulin-degrading enzyme	P14735	IDE_HUMAN	Homo sapiens	2	0.7085
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	3	0.7082
Uracil-DNA glycosylase	P20536	UNG_VACCC	Vaccinia virus	3	0.7078
dTDP-4-dehydrorhamnose 3,5-epimerase	A0A6L7H6N0	A0A1S0QLH9_BACAN	Bacillus anthracis	3	0.7064
Dihydropteroate synthase	Q81VW8	Q81VW8_BACAN	Bacillus anthracis	2	0.7064
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7059
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	2	0.7054
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.7053
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7051
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	2	0.7050
Anthranilate phosphoribosyltransferase	P00500	TRPD_ACIAD	Acinetobacter baylyi	2	0.7050
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	2	0.7045
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	2	0.7042
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	3	0.7037
Uracil-DNA glycosylase	P13051	UNG_HUMAN	Homo sapiens	3	0.7033
Histone-lysine N-methyltransferase 2A	Q03164	KMT2A_HUMAN	Homo sapiens	3	0.7020
Deoxycytidine kinase	P27707	DCK_HUMAN	Homo sapiens	4	0.7017
Nickel-binding periplasmic protein	P33590	NIKA_ECOLI	Escherichia coli	2	0.7016
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	3	0.7012
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	2	0.7001

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