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Kaempferol 3-galactoside

Family: Plantae - Asteraceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavonoid Glycoside

Canonical Smiles	OC[C@H]1OC(Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(cc2)O)[C@@H]([C@H]([C@H]1O)O)O
InChI	InChI=1S/C21H20O11/c22-7-13-15(26)17(28)18(29)21(31-13)32-20-16(27)14-11(25)5-10(24)6-12(14)30-19(20)8-1-3-9(23)4-2-8/h1-6,13,15,17-18,21-26,28-29H,7H2/t13-,15+,17+,18-,21?/m1/s1
InChIKey	JPUKWEQWGBDDQB-HBDJNLTOSA-N
Formula	C₂₁H₂₀O₁₁
HBA	11
HBD	7
MW	448.38
Rotatable Bonds	4
TPSA	190.28
LogP	-0.24
Number Rings	4
Number Aromatic Rings	3
Heavy Atom Count	32
Formal Charge	0
Fraction CSP3	0.29
Exact Mass	448.1
Number of Lipinski Rule Violations	2

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Aerva javanica	Amaranthaceae	Plantae	240009
2	Pergularia daemia	Apocynaceae	Plantae	63483
3	Asteriscus graveolens	Asteraceae	Plantae	73976

Showing of synonyms

Saleh NAM, Mansjur RMA and Markham KR. (1990). An acylated isorhamnetin glycoside from Aerva javanica. Phytochemistry,1990,29(4),1344-1345. [View] [PubMed]
Heneidak S, Grayer RJ, et al. (2006). Flavonoid glycosides from Egyptian species of the tribe Asclepiadeae (Apocynaceae, subfamily Asclepiadoideae). Biochemical Systematics and Ecology,2006,34(7),575-584. [View]
Ahmed AA, Ishak MS, et al. (1991). Flavonoids of Asteriscus graveolens.. Journal of Natural Products,1991,54,4,1092-1093. [View]

Pubchem: 44258736

Chebi: 168037

No compound-protein relationship available.

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

Level: 2

Mol. Weight: 448.38 g/mol

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

Level: 1

Mol. Weight: 448.38 g/mol

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

Level: 1

Mol. Weight: 448.38 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 448.38 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 448.38 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 448.38 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.33
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.54
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 1.72

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.9
Plasma Protein Binding: 78.55
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: 11.63
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Safe
Bioconcentration Factor: -1.88
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.08
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 4.59
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -73.76
Rat (Acute): 2.41
Rat (Chronic Oral): 3.74
Fathead Minnow: 3.93
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: 604.19
Hydration Free Energy: -5.35
Log(D) at pH=7.4: 0.37
Log(P): 0.95
Log S: -4.18
Log(Vapor Pressure): -11.37
Melting Point: 209.33
pKa Acid: 5.75
pKa Basic: 7.14

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.9374
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.9374
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.9171
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.9171
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	4	0.9036
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	4	0.9036
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8986
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8986
Nodulin-13	P93330	NOD13_MEDTR	Medicago truncatula	3	0.8876
Nodulin-13	P93330	NOD13_MEDTR	Medicago truncatula	3	0.8876
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8854
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8854
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	4	0.8810
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	4	0.8810
Ras-related protein Ral-B	P11234	RALB_HUMAN	Homo sapiens	3	0.8708
Ras-related protein Ral-B	P11234	RALB_HUMAN	Homo sapiens	3	0.8708
ATP synthase subunit alpha, mitochondrial	P19483	ATPA_BOVIN	Bos taurus	3	0.8704
ATP synthase subunit alpha, mitochondrial	P19483	ATPA_BOVIN	Bos taurus	3	0.8704
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	4	0.8517
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	4	0.8517
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8425
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8425
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.8387
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.8387
Ribosomal protein S6 kinase alpha-3	P18654	KS6A3_MOUSE	Mus musculus	6	0.8341
Ribosomal protein S6 kinase alpha-3	P18654	KS6A3_MOUSE	Mus musculus	6	0.8341
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8328
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8328
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.8312
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.8312
Major pollen allergen Bet v 1-A	P15494	BEV1A_BETPN	Betula pendula	3	0.8256
Major pollen allergen Bet v 1-A	P15494	BEV1A_BETPN	Betula pendula	3	0.8256
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8250
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8250
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.8140
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.8140
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.8098
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.8098
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.8064
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.8064
Cyclic dipeptide N-prenyltransferase	D1D8L6	D1D8L6_ASPFM	Neosartorya fumigata	3	0.8046
Cyclic dipeptide N-prenyltransferase	D1D8L6	D1D8L6_ASPFM	Neosartorya fumigata	3	0.8046
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.8034
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.8034
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.8016
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.8016
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8004
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8004
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.7998
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.7998
Avidin	P02701	AVID_CHICK	Gallus gallus	3	0.7983
Avidin	P02701	AVID_CHICK	Gallus gallus	3	0.7983
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	5	0.7939
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	5	0.7939
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7930
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7930
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7875
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7875
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	4	0.7872
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	4	0.7872
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.7820
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.7820
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7785
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7785
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7778
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7778
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7769
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7769
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7768
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7768
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7705
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7705
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7667
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7667
UDP-galactopyranose mutase	Q48485	GLF1_KLEPN	Klebsiella pneumoniae	4	0.7658
UDP-galactopyranose mutase	Q48485	GLF1_KLEPN	Klebsiella pneumoniae	4	0.7658
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7608
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7608
Beta-glucuronidase	P05804	BGLR_ECOLI	Escherichia coli	3	0.7600
Beta-glucuronidase	P05804	BGLR_ECOLI	Escherichia coli	3	0.7600
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	5	0.7538
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	5	0.7538
Gag-Pol polyprotein	P03367	POL_HV1BR	Human immunodeficiency virus type 1 group M subtype B	3	0.7527
Gag-Pol polyprotein	P03367	POL_HV1BR	Human immunodeficiency virus type 1 group M subtype B	3	0.7527
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7514
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7514
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	4	0.7496
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	4	0.7496
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	5	0.7484
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	5	0.7484
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.7472
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.7472
Tannase	B3Y018	B3Y018_LACPN	Lactiplantibacillus plantarum	4	0.7427
Tannase	B3Y018	B3Y018_LACPN	Lactiplantibacillus plantarum	4	0.7427
Cytochrome P450 1A1	P04798	CP1A1_HUMAN	Homo sapiens	3	0.7407
Cytochrome P450 1A1	P04798	CP1A1_HUMAN	Homo sapiens	3	0.7407
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7372
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7372
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7369
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7369
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7369
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7369
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7337
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7337
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7331
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7331
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7310
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7310
Glutathione S-transferase F2	P46422	GSTF2_ARATH	Arabidopsis thaliana	3	0.7306
Glutathione S-transferase F2	P46422	GSTF2_ARATH	Arabidopsis thaliana	3	0.7306
O-methyltransferase family 2	D5STZ7	D5STZ7_PLAL2	Planctopirus limnophila	4	0.7298
O-methyltransferase family 2	D5STZ7	D5STZ7_PLAL2	Planctopirus limnophila	4	0.7298
17beta-hydroxysteroid dehydrogenase	O93874	O93874_COCLU	Cochliobolus lunatus	3	0.7261
17beta-hydroxysteroid dehydrogenase	O93874	O93874_COCLU	Cochliobolus lunatus	3	0.7261
Periplasmic pH-dependent serine endoprotease DegQ	P39099	DEGQ_ECOLI	Escherichia coli	4	0.7257
Periplasmic pH-dependent serine endoprotease DegQ	P39099	DEGQ_ECOLI	Escherichia coli	4	0.7257
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	2	0.7254
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	2	0.7254
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	3	0.7229
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	3	0.7229
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	3	0.7207
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	3	0.7207
Serine/threonine-protein kinase PLK1	P53350	PLK1_HUMAN	Homo sapiens	3	0.7183
Serine/threonine-protein kinase PLK1	P53350	PLK1_HUMAN	Homo sapiens	3	0.7183
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.7145
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.7145
Beta-lactamase	Q9L5C8	Q9L5C8_ECOLX	Escherichia coli	3	0.7106
Beta-lactamase	Q9L5C8	Q9L5C8_ECOLX	Escherichia coli	3	0.7106
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7102
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7102
Flavin reductase (NADPH)	P30043	BLVRB_HUMAN	Homo sapiens	3	0.7072
Flavin reductase (NADPH)	P30043	BLVRB_HUMAN	Homo sapiens	3	0.7072
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	3	0.7069
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	3	0.7069
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.7068
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.7068
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	2	0.7056
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	2	0.7056
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7042
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7042
Gag-Pol polyprotein	P05896	POL_SIVM1	Simian immunodeficiency virus	3	0.7038
Gag-Pol polyprotein	P05896	POL_SIVM1	Simian immunodeficiency virus	3	0.7038
tyrosine--tRNA ligase	Q4QFJ7	Q4QFJ7_LEIMA	Leishmania major	4	0.7004
tyrosine--tRNA ligase	Q4QFJ7	Q4QFJ7_LEIMA	Leishmania major	4	0.7004

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