Isorhamnetin 3-O-beta-glucopyranoside-4'-O-beta-xylopyranoside - Compound Card

Isorhamnetin 3-O-beta-glucopyranoside-4'-O-beta-xylopyranoside

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Isorhamnetin 3-O-beta-glucopyranoside-4'-O-beta-xylopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Brassicaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Glycoside
Canonical Smiles OC[C@@H]1O[C@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(c(c2)OC)O[C@H]2OC[C@@H]([C@H]([C@@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C27H30O16/c1-38-14-4-9(2-3-13(14)41-26-22(36)18(32)12(31)8-39-26)24-25(20(34)17-11(30)5-10(29)6-15(17)40-24)43-27-23(37)21(35)19(33)16(7-28)42-27/h2-6,12,16,18-19,21-23,26-33,35-37H,7-8H2,1H3/t12-,16-,18+,19-,21+,22-,23-,26+,27+/m0/s1
InChIKey XTFZDOWNHJQICQ-UNPXQYHRSA-N
Formula C27H30O16
HBA 16
HBD 9
MW 610.52
Rotatable Bonds 7
TPSA 258.43
LogP -2.12
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 43
Formal Charge 0
Fraction CSP3 0.44
Exact Mass 610.15
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]
Pubchem: 162913065

No compound-protein relationship available.

Structure

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

Level: 3

Mol. Weight: 610.52 g/mol

Structure

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

Level: 2

Mol. Weight: 610.52 g/mol

Structure

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

Level: 2

Mol. Weight: 610.52 g/mol

Structure

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

Level: 1

Mol. Weight: 610.52 g/mol

Structure

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

Level: 1

Mol. Weight: 610.52 g/mol

Structure

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 610.52 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 610.52 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 610.52 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 610.52 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.66
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.210
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
10.09

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.840
Plasma Protein Binding
73.04
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
9.960
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.430
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.910
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.160
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
-15844.800
Rat (Acute)
2.330
Rat (Chronic Oral)
4.710
Fathead Minnow
34.860
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
448.650
Hydration Free Energy
-2.970
Log(D) at pH=7.4
-0.570
Log(P)
-1.53
Log S
-4.22
Log(Vapor Pressure)
-16.27
Melting Point
233.52
pKa Acid
3.75
pKa Basic
5.44
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8913
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8638
Capsid protein VP1 O56137 O56137_9VIRU Adeno-associated virus - 6 4 0.8078
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7911
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7882
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7782
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7718
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.7626
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7580
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7515
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.7477
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7434
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7352
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7300
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7294
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7283
CCR4-NOT transcription complex subunit 6-like Q96LI5 CNO6L_HUMAN Homo sapiens 4 0.7282
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7275
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7272
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7192
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7192
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7082
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7020
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7013

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