3-methoxy-7-O- beta-glucopyranoside kaempferol - Compound Card

3-methoxy-7-O- beta-glucopyranoside kaempferol

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3-methoxy-7-O- beta-glucopyranoside kaempferol

Structure
Zoomed Structure
  • Family: Plantae - Cistaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavanol Glycoside
Canonical Smiles OC[C@@H]1O[C@H](Oc2cc(O)c3c(c2)oc(c(c3=O)OC)c2ccc(cc2)O)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C22H22O11/c1-30-21-17(27)15-12(25)6-11(31-22-19(29)18(28)16(26)14(8-23)33-22)7-13(15)32-20(21)9-2-4-10(24)5-3-9/h2-7,14,16,18-19,22-26,28-29H,8H2,1H3/t14-,16-,18+,19-,22-/m0/s1
InChIKey FQKGNOGAGLOTLV-PNDJQDPPSA-N
Formula C22H22O11
HBA 11
HBD 6
MW 462.41
Rotatable Bonds 5
TPSA 179.28
LogP 0.06
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.32
Exact Mass 462.12
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Fumana montana Cistaceae Plantae 441235

Showing of synonyms

  • Laraoui H, Haba H, et al. (2019). A new flavanone sulfonate and other phenolic compounds from Fumana montana. Biochemical Systematics and Ecology, 2019, 86, 103927. [View]

No compound-protein relationship available.

Structure

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

Level: 2

Mol. Weight: 462.41 g/mol

Structure

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

Level: 1

Mol. Weight: 462.41 g/mol

Structure

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

Level: 1

Mol. Weight: 462.41 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 462.41 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 462.41 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 462.41 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
-5.250
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
0.6

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.970
Plasma Protein Binding
84.21
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
11.200
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.020
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
5.070
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
-127.830
Rat (Acute)
2.390
Rat (Chronic Oral)
3.870
Fathead Minnow
4.210
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
584.450
Hydration Free Energy
-3.540
Log(D) at pH=7.4
0.870
Log(P)
1.03
Log S
-4.32
Log(Vapor Pressure)
-11.83
Melting Point
206.78
pKa Acid
5.81
pKa Basic
5.19
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9566
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.9346
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9300
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.9222
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9185
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.9022
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8988
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.8968
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 3 0.8905
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.8881
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8855
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8852
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8802
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8785
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8757
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8750
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8739
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.8730
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8693
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8655
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8637
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8593
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.8543
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8509
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8483
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8409
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8375
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8374
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8358
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8351
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8348
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8343
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.8303
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8284
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8274
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8247
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.8223
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8221
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8204
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8200
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8167
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8054
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.8039
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7981
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7978
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7973
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7955
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7925
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7918
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7913
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7888
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7861
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.7842
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7818
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7776
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7764
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7762
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7721
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7695
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7691
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7685
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7666
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7648
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7638
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7626
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7607
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7500
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7486
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7482
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7467
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7450
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7443
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7440
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7400
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7360
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7353
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7345
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7338
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7324
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 4 0.7320
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7318
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7316
DNA mismatch repair protein Msh2 P43246 MSH2_HUMAN Homo sapiens 3 0.7313
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7309
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7289
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7273
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7270
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7266
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7263
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7256
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7247
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7231
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7224
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7217
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7216
Acyl-coenzyme A synthetase ACSM2A, mitochondrial Q08AH3 ACS2A_HUMAN Homo sapiens 2 0.7206
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7197
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7187
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.7186
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7183
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7178
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7177
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7174
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7166
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7158
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7148
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7147
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 4 0.7143
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7137
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7133
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7104
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 3 0.7100
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 4 0.7090
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7088
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7082
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7075
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7047
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7039
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7037
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7031
Maltokinase A1TH50 MAK_MYCVP Mycolicibacterium vanbaalenii 3 0.7027
Threonine--tRNA ligase P0A8M3 SYT_ECOLI Escherichia coli 3 0.7023
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7011
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7007

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