Kaempferol-3-sophoroside - Compound Card

Kaempferol-3-sophoroside

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Kaempferol-3-sophoroside

Structure
Zoomed Structure
  • Family: Plantae - Brassicaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonoid Glycoside
Canonical Smiles OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C27H30O16/c28-7-14-17(33)20(36)22(38)26(40-14)43-25-21(37)18(34)15(8-29)41-27(25)42-24-19(35)16-12(32)5-11(31)6-13(16)39-23(24)9-1-3-10(30)4-2-9/h1-6,14-15,17-18,20-22,25-34,36-38H,7-8H2/t14-,15-,17-,18-,20+,21+,22-,25-,26+,27+/m1/s1
InChIKey LKZDFKLGDGSGEO-UJECXLDQSA-N
Formula C27H30O16
HBA 16
HBD 10
MW 610.52
Rotatable Bonds 7
TPSA 269.43
LogP -2.42
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 Equisetum ramosissimum Equisetaceae Plantae 195849
2 Ficus ottoniaefolia Moraceae Plantae 309317
3 Diplotaxis acris Brassicaceae Plantae 402674

Showing of synonyms

  • Hussein S.R, Marzouk M.M, et al. (2017). Chemosystematic significance of flavonoids isolated from Diplotaxis acris (Brassicaceae) and related taxa. Natural product research, 2017, 31(3), 347-350. [View] [PubMed]
  • Greenham JR, Grayer RJ, et al. (2007). Intra-and interspecific variations in vacuolar flavonoids among Ficus species from the Budongo Forest, Uganda.. Biochemical systematics and ecology,2007,35(2),81-90. [View] [PubMed]
  • Saleh NAM, Abdalla MF (1980). The flavonoids of Equisetum ramosissimum. Phytochemistry,1980,19,987. [View]
Pubchem: 5282155
Kegg Ligand: C12634
Chebi: 31743
Nmrshiftdb2: 60022455
Metabolights: MTBLC31743
CPRiL: 152136
Structure

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

Level: 3

Mol. Weight: 610.52 g/mol

Structure

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

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: C1OCCCC1OC2CCCCO2

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)
-6.47
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.350
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
11.35

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.750
Plasma Protein Binding
63.55
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
8.980
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.240
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.930
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.480
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
-15683.370
Rat (Acute)
2.380
Rat (Chronic Oral)
4.100
Fathead Minnow
34.290
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
478.900
Hydration Free Energy
-2.920
Log(D) at pH=7.4
-0.550
Log(P)
-0.18
Log S
-4.25
Log(Vapor Pressure)
-15.88
Melting Point
204.41
pKa Acid
3.7
pKa Basic
7.42
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8922
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8922
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.8823
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.8823
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8666
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8666
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8631
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8631
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8428
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8428
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8407
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8407
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8200
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8200
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7861
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7861
Protease Do-like 2, chloroplastic O82261 DEGP2_ARATH Arabidopsis thaliana 5 0.7855
Protease Do-like 2, chloroplastic O82261 DEGP2_ARATH Arabidopsis thaliana 5 0.7855
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7736
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7736
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7705
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7705
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7643
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7643
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7517
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7517
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7339
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7339
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 5 0.7322
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 5 0.7322
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7296
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7296
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 4 0.7263
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 4 0.7263
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 4 0.7262
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 4 0.7262
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7260
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7260
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7178
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7178
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7135
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7135
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7126
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7126
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7082
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7082

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