ANPDB

Select a section from the left sidebar

Kaempferol-4`-methoxy-3,7-O-dirhamnoside

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

Canonical Smiles	C[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)Oc1cc(c2c(c1)oc(c(c2=O)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O)O)O)c1ccc(cc1)OC)O)O)O)O
InChI	InChI=1S/C28H32O14/c1-10-18(30)21(33)23(35)27(38-10)40-14-8-15(29)17-16(9-14)41-25(12-4-6-13(37-3)7-5-12)26(20(17)32)42-28-24(36)22(34)19(31)11(2)39-28/h4-11,18-19,21-24,27-31,33-36H,1-3H3/t10-,11-,18-,19-,21-,22+,23+,24+,27-,28-/m0/s1
InChIKey	YJFHLDPUBWHTMO-WGPSKALVSA-N
Formula	C₂₈H₃₂O₁₄
HBA	14
HBD	7
MW	592.55
Rotatable Bonds	6
TPSA	217.97
LogP	-0.41
Number Rings	5
Number Aromatic Rings	3
Heavy Atom Count	42
Formal Charge	0
Fraction CSP3	0.46
Exact Mass	592.18
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Cleome droserifolia	Cleomaceae	Plantae	511510

Showing of synonyms

Ahmed Youness R, Amr Assal R, et al. (2020). A methoxylated quercetin glycoside harnesses HCC tumor progression in a TP53/miR-15/miR-16 dependent manner. Natural product research, 2020, 34(10), 1475-1480. [View] [PubMed]

No compound-protein relationship available.

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

Level: 3

Mol. Weight: 592.55 g/mol

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

Level: 2

Mol. Weight: 592.55 g/mol

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

Level: 2

Mol. Weight: 592.55 g/mol

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

Level: 2

Mol. Weight: 592.55 g/mol

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

Level: 1

Mol. Weight: 592.55 g/mol

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

Level: 1

Mol. Weight: 592.55 g/mol

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

Level: 1

Mol. Weight: 592.55 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 592.55 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 592.55 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 592.55 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.71
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.08
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 5.54

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.97
Plasma Protein Binding: 84.39
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: 6.99
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -3.01
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.79
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.7
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: -9655.64
Rat (Acute): 2.54
Rat (Chronic Oral): 4.42
Fathead Minnow: 22.28
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: 458.96
Hydration Free Energy: -2.96
Log(D) at pH=7.4: 0.6
Log(P): 0.73
Log S: -4.2
Log(Vapor Pressure): -12.82
Melting Point: 217.64
pKa Acid: 4.54
pKa Basic: 3.73

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.9501
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.8686
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8388
Aldos-2-ulose dehydratase	P84193	AUD_PHACH	Phanerodontia chrysosporium	3	0.8342
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.8323
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.8203
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.8178
Putative protease I	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron	3	0.8161
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8132
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.8050
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.7887
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.7867
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	3	0.7828
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7736
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7702
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7611
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7597
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7588
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7520
Methionine aminopeptidase	P0AE18	MAP1_ECOLI	Escherichia coli	3	0.7437
GCN5-related N-acetyltransferase	B1YEL6	B1YEL6_EXIS2	Exiguobacterium sibiricum	3	0.7348
GCN5-related N-acetyltransferase	B1YEL6	B1YEL6_EXIS2	Exiguobacterium sibiricum	3	0.7301
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7299
Gag-Pol polyprotein	P05896	POL_SIVM1	Simian immunodeficiency virus	3	0.7294
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.7293
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7272
S-adenosylmethionine decarboxylase proenzyme	P17707	DCAM_HUMAN	Homo sapiens	3	0.7272
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7230
HTH-type transcriptional regulator QacR	P0A0N4	QACR_STAAU	Staphylococcus aureus	3	0.7187
Vitamin D-binding protein	P02774	VTDB_HUMAN	Homo sapiens	3	0.7182
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7164
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7151
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.7143
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7121
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7062
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7035
Lethal(3)malignant brain tumor-like protein 1	Q9Y468	LMBL1_HUMAN	Homo sapiens	3	0.7034
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7023
Corticosteroid-binding globulin	P08185	CBG_HUMAN	Homo sapiens	3	0.7013

Download SDF