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Kaempferol 3-O-[2''-(4''-acetylrhamnosyl)(1→2)-6''-glucosyl] glucoside

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

Canonical Smiles	OC[C@H]1OC(OC[C@@H]2OC(Oc3c(oc4c(c3=O)c(O)cc(c4)O)c3ccc(cc3)O)[C@H]([C@@H]([C@H]2O)O)O[C@@H]2O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)OC(=O)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI	InChI=1S/C35H42O21/c1-11-29(51-12(2)37)26(46)28(48)34(50-11)56-32-25(45)22(42)19(10-49-33-27(47)24(44)21(41)18(9-36)53-33)54-35(32)55-31-23(43)20-16(40)7-15(39)8-17(20)52-30(31)13-3-5-14(38)6-4-13/h3-8,11,18-19,21-22,24-29,32-36,38-42,44-48H,9-10H2,1-2H3/t11-,18-,19+,21-,22+,24+,25-,26-,27-,28+,29-,32+,33?,34+,35?/m1/s1
InChIKey	GLBNIGIHMJUSCH-XZLXAPMVSA-N
Formula	C₃₅H₄₂O₂₁
HBA	21
HBD	11
MW	798.7
Rotatable Bonds	10
TPSA	334.42
LogP	-3.0
Number Rings	6
Number Aromatic Rings	3
Heavy Atom Count	56
Formal Charge	0
Fraction CSP3	0.54
Exact Mass	798.22
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Ammi majus	Apiaceae	Plantae	48026

Showing of synonyms

Singab AN (1998). Acetylated flavonol triglycosides from Ammi majus L.. Phytochemistry,1998,49(7),2177-2180. [View] [PubMed]

Pubchem: 163092975

No compound-protein relationship available.

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

Level: 4

Mol. Weight: 798.7 g/mol

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

Level: 3

Mol. Weight: 798.7 g/mol

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

Level: 3

Mol. Weight: 798.7 g/mol

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

Level: 3

Mol. Weight: 798.7 g/mol

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

Level: 2

Mol. Weight: 798.7 g/mol

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

Level: 2

Mol. Weight: 798.7 g/mol

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

Level: 2

Mol. Weight: 798.7 g/mol

SMILES: O1CCCCC1OCC2CCC(CO2)OC3CCCCO3

Level: 2

Mol. Weight: 798.7 g/mol

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

Level: 1

Mol. Weight: 798.7 g/mol

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

Level: 1

Mol. Weight: 798.7 g/mol

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 798.7 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 798.7 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 798.7 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 798.7 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 798.7 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.6
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 22.63
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 3780.71

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.77
Plasma Protein Binding: 54.41
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: 8.77
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -88.63
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.75
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 8.49
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: -6857466.44
Rat (Acute): 2.57
Rat (Chronic Oral): 4.61
Fathead Minnow: 8663.6
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: 764571.75
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -0.9
Log(P): -0.54
Log S: -4.38
Log(Vapor Pressure): -25104.88
Melting Point: 215.3
pKa Acid: -146.21
pKa Basic: 3.98

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9678
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9678
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8840
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8840
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	4	0.8801
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	4	0.8801
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.8751
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.8751
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8620
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8620
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8412
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8412
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8274
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8274
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.8240
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.8240
Major pollen allergen Bet v 1-A	P15494	BEV1A_BETPN	Betula pendula	3	0.7862
Major pollen allergen Bet v 1-A	P15494	BEV1A_BETPN	Betula pendula	3	0.7862
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7733
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7733
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7722
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7722
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7702
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7702
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.7498
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.7498
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7463
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7463
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7365
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7365
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	4	0.7360
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	4	0.7360
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7288
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7288
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	3	0.7233
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	3	0.7233
Cytosolic purine 5'-nucleotidase	P49902	5NTC_HUMAN	Homo sapiens	2	0.7200
Cytosolic purine 5'-nucleotidase	P49902	5NTC_HUMAN	Homo sapiens	2	0.7200
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7098
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7098
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7038
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7038
Flavin reductase (NADPH)	P30043	BLVRB_HUMAN	Homo sapiens	3	0.7008
Flavin reductase (NADPH)	P30043	BLVRB_HUMAN	Homo sapiens	3	0.7008

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