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Isorhamnetin 3,4'-di-O-beta-glucoside

Family: Plantae - Brassicaceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavonol Glycoside

Canonical Smiles	OC[C@@H]1O[C@H](Oc2ccc(cc2OC)c2oc3cc(O)cc(c3c(=O)c2O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI	InChI=1S/C28H32O17/c1-40-13-4-9(2-3-12(13)42-27-23(38)21(36)18(33)15(7-29)43-27)25-26(20(35)17-11(32)5-10(31)6-14(17)41-25)45-28-24(39)22(37)19(34)16(8-30)44-28/h2-6,15-16,18-19,21-24,27-34,36-39H,7-8H2,1H3/t15-,16+,18-,19+,21+,22-,23-,24+,27-,28-/m0/s1
InChIKey	VKVBSQRURLRCHO-NPVDYQLWSA-N
Formula	C₂₈H₃₂O₁₇
HBA	17
HBD	10
MW	640.55
Rotatable Bonds	8
TPSA	278.66
LogP	-2.76
Number Rings	5
Number Aromatic Rings	3
Heavy Atom Count	45
Formal Charge	0
Fraction CSP3	0.46
Exact Mass	640.16
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Diplotaxis harra	Brassicaceae	Plantae	308281

Showing of synonyms

Kassem M.E, Afifi M.S, et al. (2013). Two new flavonol glycosides and biological activities of Diplotaxis harra (Forssk.) Boiss. Natural product research, 2013, 27(24), 2272-80. [View] [PubMed]

No compound-protein relationship available.

SMILES: O1CCCCC1Oc(c2=O)c(oc(c23)cccc3)-c4ccc(cc4)OC5CCCCO5

Level: 3

Mol. Weight: 640.55 g/mol

SMILES: c1cccc(c12)oc(cc2=O)-c3ccc(cc3)OC4CCCCO4

Level: 2

Mol. Weight: 640.55 g/mol

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC4CCCCO4

Level: 2

Mol. Weight: 640.55 g/mol

SMILES: c1cccc(c12)occ(c2=O)OC3CCCCO3

Level: 1

Mol. Weight: 640.55 g/mol

SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3

Level: 1

Mol. Weight: 640.55 g/mol

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 640.55 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 640.55 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 640.55 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 640.55 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.63
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.270
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 23.75

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.790
Plasma Protein Binding: 69.87
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: 8.160
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -3.840
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.900
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.030
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: -39559.660
Rat (Acute): 2.340
Rat (Chronic Oral): 4.920
Fathead Minnow: 66.930
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: 393.100
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -1.040
Log(P): -1.8
Log S: -4.15
Log(Vapor Pressure): -21.79
Melting Point: 244.25
pKa Acid: 3.2
pKa Basic: 5.99

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.8864
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8848
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8847
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8646
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8635
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8269
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.8234
Purine nucleoside phosphorylase DeoD-type	P0ABP8	DEOD_ECOLI	Escherichia coli	3	0.8021
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7814
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7781
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7720
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7716
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7673
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7647
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7644
Beta-galactosidase	P00722	BGAL_ECOLI	Escherichia coli	4	0.7633
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.7464
Dihydrofolate reductase	P0A017	DYR_STAAU	Staphylococcus aureus	4	0.7373
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7344
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7328
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	3	0.7313
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.7301
Avidin	P02701	AVID_CHICK	Gallus gallus	3	0.7241
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7090
CREB-binding protein	Q92793	CBP_HUMAN	Homo sapiens	3	0.7063
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	3	0.7049
Vitamin D-binding protein	P02774	VTDB_HUMAN	Homo sapiens	3	0.7030
Neuropilin-1	O14786	NRP1_HUMAN	Homo sapiens	3	0.7017

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