Kaempferol 3-acetyl-O-glucoside - Compound Card

Kaempferol 3-acetyl-O-glucoside

Select a section from the left sidebar

Kaempferol 3-acetyl-O-glucoside

Structure
Zoomed Structure
  • Family: Plantae - Moraceae
  • Kingdom: Plantae
  • Class: Flavonoid
Canonical Smiles CC(=O)OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C29H28O15/c1-12(30)38-11-21-25(39-13(2)31)27(40-14(3)32)28(41-15(4)33)29(43-21)44-26-23(37)22-19(36)9-18(35)10-20(22)42-24(26)16-5-7-17(34)8-6-16/h5-10,21,25,27-29,34-36H,11H2,1-4H3/t21-,25-,27+,28-,29+/m1/s1
InChIKey VTQCRJGWDIXAHD-UQISNNMSSA-N
Formula C29H28O15
HBA 15
HBD 3
MW 616.53
Rotatable Bonds 8
TPSA 214.56
LogP 2.04
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 44
Formal Charge 0
Fraction CSP3 0.34
Exact Mass 616.14
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Ficus exasperata Moraceae Plantae 459060

Showing of synonyms

  • 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]
Pubchem: 101773474

No compound-protein relationship available.

Structure

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

Level: 2

Mol. Weight: 616.53 g/mol

Structure

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

Level: 1

Mol. Weight: 616.53 g/mol

Structure

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

Level: 1

Mol. Weight: 616.53 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 616.53 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 616.53 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 616.53 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.15
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.67
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
6.84

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.86
Plasma Protein Binding
77.01
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
14.39
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.34
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.11
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.59
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-13866.29
Rat (Acute)
2.5
Rat (Chronic Oral)
2.86
Fathead Minnow
36.45
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
445.57
Hydration Free Energy
-2.92
Log(D) at pH=7.4
1.94
Log(P)
3.43
Log S
-3.93
Log(Vapor Pressure)
-15.14
Melting Point
206.6
pKa Acid
7.5
pKa Basic
-1.2
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9778
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9778
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9356
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9356
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9298
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9298
Orf1a polyprotein Q692E5 Q692E5_CVHSA SARS coronavirus TJF 3 0.9041
Orf1a polyprotein Q692E5 Q692E5_CVHSA SARS coronavirus TJF 3 0.9041
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8944
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8944
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8943
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8943
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8942
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8942
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8709
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8709
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8604
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8604
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8584
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8584
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8441
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8441
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8369
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8369
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8339
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8339
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.8315
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.8315
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8309
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8309
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8280
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8280
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8174
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8174
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8107
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8107
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8090
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8090
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8018
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8018
Protein polybromo-1 Q86U86 PB1_HUMAN Homo sapiens 5 0.8015
Protein polybromo-1 Q86U86 PB1_HUMAN Homo sapiens 5 0.8015
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7980
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7980
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7920
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7920
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7920
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7920
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7919
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7919
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7916
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7916
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7841
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7841
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7829
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7829
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7829
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7829
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7800
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7800
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7768
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7768
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7759
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7759
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7729
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7729
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7725
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7725
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7711
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7711
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7708
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7708
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7693
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7693
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7622
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7622
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7610
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7610
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7576
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7576
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7535
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7535
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7488
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7488
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7467
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7467
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7465
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7465
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7446
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7446
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7405
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7405
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7387
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7387
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7344
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7344
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7317
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7317
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 2 0.7262
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 2 0.7262
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7240
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7240
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 4 0.7234
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 4 0.7234
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7225
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7225
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7211
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7211
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 3 0.7209
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 3 0.7209
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7185
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7185
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7136
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7136
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7136
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7136
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7135
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7135
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7132
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7132
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7130
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7130
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7126
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7126
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7117
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7117
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7113
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7113
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7094
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7094
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.7083
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.7083
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7073
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7073
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7067
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7067
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7049
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7049
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7036
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7036
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7035
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7035
Aminoglycoside N(3)-acetyltransferase A0A3P1UCA6 Q81P86_BACAN Bacillus anthracis 3 0.7018
Aminoglycoside N(3)-acetyltransferase A0A3P1UCA6 Q81P86_BACAN Bacillus anthracis 3 0.7018
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7011
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7011

Download SDF