3-O-alpha-rhamnopyranosyl(1→2)[alpha-rhamnopyranosyl(1→6)]-beta-galactopyranoside-7-O-alpha-rhamnopyranoside 6-hydroxykaempferol 6-methyl ether - Compound Card

3-O-alpha-rhamnopyranosyl(1→2)[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→2)[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]1OC1O[C@H](C)[C@H]([C@@H]([C@@H]1O)O)O)O)O
InChI InChI=1S/C40H52O24/c1-11-20(42)26(48)30(52)37(57-11)56-10-18-23(45)29(51)36(64-39-32(54)28(50)22(44)13(3)59-39)40(62-18)63-35-25(47)19-16(60-33(35)14-5-7-15(41)8-6-14)9-17(34(55-4)24(19)46)61-38-31(53)27(49)21(43)12(2)58-38/h5-9,11-13,18,20-23,26-32,36-46,48-54H,10H2,1-4H3/t11-,12-,13-,18-,20-,21-,22-,23+,26+,27+,28+,29+,30+,31+,32+,36-,37?,38?,39?,40?/m1/s1
InChIKey TXZUPPVCNIMVHW-MTJBDODESA-N
Formula C40H52O24
HBA 24
HBD 13
MW 916.83
Rotatable Bonds 11
TPSA 376.27
LogP -4.03
Number Rings 7
Number Aromatic Rings 3
Heavy Atom Count 64
Formal Charge 0
Fraction CSP3 0.62
Exact Mass 916.28
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: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)Oc(c4=O)c(-c5ccccc5)oc(c46)cc(cc6)OC7CCCCO7

Level: 5

Mol. Weight: 916.83 g/mol

Structure

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)Oc(c4=O)coc(c45)cc(cc5)OC6CCCCO6

Level: 4

Mol. Weight: 916.83 g/mol

Structure

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

Level: 4

Mol. Weight: 916.83 g/mol

Structure

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)Oc(c4=O)c(-c5ccccc5)oc(c46)cccc6

Level: 4

Mol. Weight: 916.83 g/mol

Structure

SMILES: O1CCCCC1Oc(cc2)cc(c23)oc(-c4ccccc4)c(c3=O)OC(OCCC5)C5OC6CCCCO6

Level: 4

Mol. Weight: 916.83 g/mol

Structure

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

Level: 3

Mol. Weight: 916.83 g/mol

Structure

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)Oc(c4=O)coc(c45)cccc5

Level: 3

Mol. Weight: 916.83 g/mol

Structure

SMILES: O1CCCCC1Oc(cc2)cc(c23)occ(c3=O)OC(OCCC4)C4OC5CCCCO5

Level: 3

Mol. Weight: 916.83 g/mol

Structure

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

Level: 3

Mol. Weight: 916.83 g/mol

Structure

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC(OCCC4)C4OC5CCCCO5

Level: 3

Mol. Weight: 916.83 g/mol

Structure

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

Level: 3

Mol. Weight: 916.83 g/mol

Structure

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

Level: 2

Mol. Weight: 916.83 g/mol

Structure

SMILES: c1cccc(c12)occ(c2=O)OC(OCCC3)C3OC4CCCCO4

Level: 2

Mol. Weight: 916.83 g/mol

Structure

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

Level: 2

Mol. Weight: 916.83 g/mol

Structure

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

Level: 2

Mol. Weight: 916.83 g/mol

Structure

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

Level: 2

Mol. Weight: 916.83 g/mol

Structure

SMILES: O1CCCCC1OCC2CCC(CO2)OC3CCCCO3

Level: 2

Mol. Weight: 916.83 g/mol

Structure

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

Level: 1

Mol. Weight: 916.83 g/mol

Structure

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

Level: 1

Mol. Weight: 916.83 g/mol

Structure

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

Level: 1

Mol. Weight: 916.83 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 916.83 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 916.83 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 916.83 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 916.83 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 916.83 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.53
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
1458.080
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
191398.5

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.690
Plasma Protein Binding
40.29
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
5.870
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-4442.990
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.830
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.070
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
-347375219.270
Rat (Acute)
2.710
Rat (Chronic Oral)
5.750
Fathead Minnow
438496.050
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
39062929.320
Hydration Free Energy
-2.920
Log(D) at pH=7.4
-9.870
Log(P)
-1.89
Log S
-4.64
Log(Vapor Pressure)
-1286230.85
Melting Point
247.64
pKa Acid
-9308.35
pKa Basic
-52.38
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8285
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8285
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8083
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8083
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7951
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7951
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7749
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7749
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7693
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7693
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7490
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7490
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.7468
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.7468
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7298
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7298
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7206
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7206
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7201
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7201
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7161
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7161
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7125
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7125
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7121
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7121
non-specific serine/threonine protein kinase Q6FS46 Q6FS46_CANGA Candida glabrata 4 0.7090
non-specific serine/threonine protein kinase Q6FS46 Q6FS46_CANGA Candida glabrata 4 0.7090

Download SDF