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Kaempferol 3-O-alpha-rhamnoside-7,4'-di-O-beta-galactoside

Family: Plantae - Canellaceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavonol Glycoside

Canonical Smiles	OC[C@H]1OC(Oc2ccc(cc2)c2oc3cc(OC4O[C@H](CO)[C@@H]([C@@H]([C@H]4O)O)O)cc(c3c(=O)c2OC2O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)O)O)[C@@H]([C@H]([C@H]1O)O)O
InChI	InChI=1S/C33H40O20/c1-10-19(37)23(41)26(44)31(47-10)53-30-22(40)18-14(36)6-13(49-33-28(46)25(43)21(39)17(9-35)52-33)7-15(18)50-29(30)11-2-4-12(5-3-11)48-32-27(45)24(42)20(38)16(8-34)51-32/h2-7,10,16-17,19-21,23-28,31-39,41-46H,8-9H2,1H3/t10-,16-,17-,19-,20+,21+,23+,24+,25+,26+,27-,28-,31?,32?,33?/m1/s1
InChIKey	AWMNNTKRMYMMGP-SNKSATFMSA-N
Formula	C₃₃H₄₀O₂₀
HBA	20
HBD	12
MW	756.66
Rotatable Bonds	9
TPSA	328.35
LogP	-4.27
Number Rings	6
Number Aromatic Rings	3
Heavy Atom Count	53
Formal Charge	0
Fraction CSP3	0.55
Exact Mass	756.21
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Warburgia ugandensis	Canellaceae	Plantae	549619

Showing of synonyms

Manguro LO, Ugi I, et al. (2003). Flavonol glycosides of Warburgia ugandensis leaves. Phytochemistry,2003,64(4),891-896. [View] [PubMed]

No compound-protein relationship available.

SMILES: O1CCCCC1Oc(cc2)cc(c23)oc(c(c3=O)OC4CCCCO4)-c5ccc(cc5)OC6CCCCO6

Level: 4

Mol. Weight: 756.66 g/mol

SMILES: O1CCCCC1Oc(cc2)cc(c23)oc(cc3=O)-c4ccc(cc4)OC5CCCCO5

Level: 3

Mol. Weight: 756.66 g/mol

SMILES: O1CCCCC1Oc(cc2)cc(c23)oc(-c4ccccc4)c(c3=O)OC5CCCCO5

Level: 3

Mol. Weight: 756.66 g/mol

SMILES: O1CCCCC1Oc(c2=O)c(oc(c23)cccc3)-c4ccc(cc4)OC5CCCCO5

Level: 3

Mol. Weight: 756.66 g/mol

SMILES: O1CCCCC1Oc(cc2)cc(c23)occ(c3=O)OC4CCCCO4

Level: 2

Mol. Weight: 756.66 g/mol

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

Level: 2

Mol. Weight: 756.66 g/mol

SMILES: c1cccc(c12)oc(cc2=O)-c3ccc(cc3)OC4CCCCO4

Level: 2

Mol. Weight: 756.66 g/mol

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

Level: 2

Mol. Weight: 756.66 g/mol

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

Level: 1

Mol. Weight: 756.66 g/mol

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

Level: 1

Mol. Weight: 756.66 g/mol

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

Level: 1

Mol. Weight: 756.66 g/mol

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 756.66 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 756.66 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 756.66 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 756.66 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.61
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 2.24
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 1102.11

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.77
Plasma Protein Binding: 60.93
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: 3.95
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Safe
Bioconcentration Factor: -26.8
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.94
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 6.31
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: -1996543.81
Rat (Acute): 2.58
Rat (Chronic Oral): 5.67
Fathead Minnow: 2527.91
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: 217739.84
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -1.88
Log(P): -3.17
Log S: -3.56
Log(Vapor Pressure): -7136.19
Melting Point: 280.74
pKa Acid: -16.57
pKa Basic: 6.18

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.8200
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.8200
Aldos-2-ulose dehydratase	P84193	AUD_PHACH	Phanerodontia chrysosporium	3	0.8157
Aldos-2-ulose dehydratase	P84193	AUD_PHACH	Phanerodontia chrysosporium	3	0.8157
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8011
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8011
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7793
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7793
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7664
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7664
Glucan 1,3-beta-glucosidase	P29717	EXG1_CANAL	Candida albicans	3	0.7641
Glucan 1,3-beta-glucosidase	P29717	EXG1_CANAL	Candida albicans	3	0.7641
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	3	0.7512
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	3	0.7512
Putative protease I	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron	3	0.7480
Putative protease I	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron	3	0.7480
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7279
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7279
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	4	0.7126
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	4	0.7126

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