3-O-alpha-rhamnopyranosyl(1→6)-beta-galactopyranoside-7-O-alpha-rhamnopyranoside 6-hydroxykaempferol 6-methyl ether - Compound Card

3-O-alpha-rhamnopyranosyl(1→6)-beta-galactopyranoside-7-O-alpha-rhamnopyranoside 6-hydroxykaempferol 6-methyl ether

Select a section from the left sidebar

3-O-alpha-rhamnopyranosyl(1→6)-beta-galactopyranoside-7-O-alpha-rhamnopyranoside 6-hydroxykaempferol 6-methyl ether

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
Canonical Smiles COc1c(OC2O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)O)cc2c(c1O)c(=O)c(c(o2)c1ccc(cc1)O)OC1O[C@H](COC2O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)O)[C@@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C34H42O20/c1-10-18(36)23(41)26(44)32(49-10)48-9-16-20(38)25(43)28(46)34(53-16)54-31-22(40)17-14(51-29(31)12-4-6-13(35)7-5-12)8-15(30(47-3)21(17)39)52-33-27(45)24(42)19(37)11(2)50-33/h4-8,10-11,16,18-20,23-28,32-39,41-46H,9H2,1-3H3/t10-,11-,16-,18-,19-,20+,23+,24+,25+,26+,27+,28-,32?,33?,34?/m1/s1
InChIKey CFOSCKPNLLJUHJ-JGXYNJSUSA-N
Formula C34H42O20
HBA 20
HBD 11
MW 770.69
Rotatable Bonds 9
TPSA 317.35
LogP -2.88
Number Rings 6
Number Aromatic Rings 3
Heavy Atom Count 54
Formal Charge 0
Fraction CSP3 0.56
Exact Mass 770.23
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Tephrosia vogelii Leguminosae/Fabaceae Plantae 1157238

Showing of synonyms

  • Stevenson PC, Kite GC, et al. (2012). Distinct chemotypes of Tephrosia vogelii and implications for their use in pest control and soil enrichment.. Phytochemistry,2012(78),135-146. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)c(-c4ccccc4)oc(c35)cc(cc5)OC6CCCCO6

Level: 4

Mol. Weight: 770.69 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)coc(c34)cc(cc4)OC5CCCCO5

Level: 3

Mol. Weight: 770.69 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)c(-c4ccccc4)oc(c35)cccc5

Level: 3

Mol. Weight: 770.69 g/mol

Structure

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

Level: 3

Mol. Weight: 770.69 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)coc(c34)cccc4

Level: 2

Mol. Weight: 770.69 g/mol

Structure

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

Level: 2

Mol. Weight: 770.69 g/mol

Structure

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

Level: 2

Mol. Weight: 770.69 g/mol

Structure

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

Level: 2

Mol. Weight: 770.69 g/mol

Structure

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

Level: 1

Mol. Weight: 770.69 g/mol

Structure

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

Level: 1

Mol. Weight: 770.69 g/mol

Structure

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

Level: 1

Mol. Weight: 770.69 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 770.69 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 770.69 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 770.69 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 770.69 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.58
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
6.050
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
1592.3

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.770
Plasma Protein Binding
53.16
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
6.730
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-37.020
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.940
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.290
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
-2887430.980
Rat (Acute)
2.480
Rat (Chronic Oral)
4.880
Fathead Minnow
3652.930
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
318149.250
Hydration Free Energy
-2.920
Log(D) at pH=7.4
-1.220
Log(P)
-1.31
Log S
-4.62
Log(Vapor Pressure)
-10435.99
Melting Point
243.14
pKa Acid
-44.73
pKa Basic
4.47
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9336
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9336
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 3 0.8632
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 3 0.8632
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8454
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8454
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8185
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8185
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7983
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7983
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7798
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7798
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7689
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7689
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7658
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7658
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7532
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7532
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7516
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7516
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7456
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7456
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7336
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7336
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7327
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7327
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7278
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7278
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7200
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7200
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7150
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7150
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7123
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7123
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7118
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7118
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7036
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7036
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7028
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7028

Download SDF