5,3 ́-dihydroxy-4 ́- methoxyflavonol - 3-O-beta–glucopyranoside-7–O-alpha-rhamnopyranoside - Compound Card

5,3 ́-dihydroxy-4 ́- methoxyflavonol - 3-O-beta–glucopyranoside-7–O-alpha-rhamnopyranoside

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5,3 ́-dihydroxy-4 ́- methoxyflavonol - 3-O-beta–glucopyranoside-7–O-alpha-rhamnopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Diglycoside
Canonical Smiles CCC1OC(Oc2cc(O)c3c(c2)oc(c(c3=O)OC2OC(CO)C(C(C2O)O)O)c2ccc(c(c2)O)OC)C(C(C1O)O)O
InChI InChI=1S/C29H34O16/c1-3-14-19(33)22(36)24(38)28(43-14)41-11-7-13(32)18-16(8-11)42-26(10-4-5-15(40-2)12(31)6-10)27(21(18)35)45-29-25(39)23(37)20(34)17(9-30)44-29/h4-8,14,17,19-20,22-25,28-34,36-39H,3,9H2,1-2H3
InChIKey YZMJWTGUEHYWLF-UHFFFAOYSA-N
Formula C29H34O16
HBA 16
HBD 9
MW 638.58
Rotatable Bonds 8
TPSA 258.43
LogP -1.35
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 45
Formal Charge 0
Fraction CSP3 0.48
Exact Mass 638.18
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Tephrosia purpurea Leguminosae/Fabaceae Plantae 228354

Showing of synonyms

  • Kassem M.E.S, Sharaf M, et al. (2006). Bioactive Flavonoids from Tephrosia purpurea. Natural product communications, 2006, 1(11),. [View]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1Oc(cc2)cc(c23)oc(-c4ccccc4)c(c3=O)OC5CCCCO5

Level: 3

Mol. Weight: 638.58 g/mol

Structure

SMILES: O1CCCCC1Oc(cc2)cc(c23)occ(c3=O)OC4CCCCO4

Level: 2

Mol. Weight: 638.58 g/mol

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)cc(cc3)OC4CCCCO4

Level: 2

Mol. Weight: 638.58 g/mol

Structure

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

Level: 2

Mol. Weight: 638.58 g/mol

Structure

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

Level: 1

Mol. Weight: 638.58 g/mol

Structure

SMILES: O=c1ccoc(c12)cc(cc2)OC3CCCCO3

Level: 1

Mol. Weight: 638.58 g/mol

Structure

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

Level: 1

Mol. Weight: 638.58 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 638.58 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 638.58 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 638.58 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.52
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.25
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
23.41

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.86
Plasma Protein Binding
-3.93
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
7.4
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-3.36
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.03
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.55
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
-39735.66
Rat (Acute)
2.27
Rat (Chronic Oral)
4.49
Fathead Minnow
68.08
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
446.75
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-0.05
Log(P)
-0.27
Log S
-4.75
Log(Vapor Pressure)
-27.03
Melting Point
220.77
pKa Acid
3.54
pKa Basic
5.91
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8820
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8668
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8625
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 3 0.8437
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8169
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7982
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7840
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7758
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7750
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7619
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7576
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7468
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7412
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7311
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.7150
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7135
Acyl-homoserine-lactone synthase Q4VSJ8 Q4VSJ8_BURGL Burkholderia glumae 4 0.7120
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7106
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7084
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7062
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7018
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7016
Nuclear receptor subfamily 5 group A member 2 O00482 NR5A2_HUMAN Homo sapiens 3 0.7013
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7005

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