5,7,3',4'-Tetrahydroxyflavone-3-yl 2-O-[4-O-(3,5-dimethoxy-4-hydroxy-trans-cinnamoyl)-alpha-L-rhamnopyranosyl]-6-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside

Details

• Internal ID: 7e9455f9-c665-4515-ba3c-e3e59f66948c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3R,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)OC6C(C(C(C(O6)C)OC(=O)C=CC7=CC(=C(C(=C7)OC)O)OC)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)C)OC(=O)/C=C/C7=CC(=C(C(=C7)OC)O)OC)O)O)O)O)O)O)O
• InChI: InChI=1S/C44H50O24/c1-15-29(50)33(54)36(57)42(62-15)61-14-26-31(52)34(55)41(44(65-26)67-40-32(53)28-22(48)12-19(45)13-23(28)64-39(40)18-6-7-20(46)21(47)11-18)68-43-37(58)35(56)38(16(2)63-43)66-27(49)8-5-17-9-24(59-3)30(51)25(10-17)60-4/h5-13,15-16,26,29,31,33-38,41-48,50-52,54-58H,14H2,1-4H3/b8-5+/t15-,16-,26+,29-,31+,33+,34-,35-,36+,37+,38-,41+,42+,43-,44-/m0/s1
• InChI Key: NKJIEBHDRXRRLP-BLCLRIJOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₀O₂₄
• Molecular Weight: 962.90 g/mol
• Exact Mass: 962.26920246 g/mol
• Topological Polar Surface Area (TPSA): 369.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.85
• H-Bond Acceptor: 24
• H-Bond Donor: 12
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5530	55.30%
Caco-2	-	0.8738	87.38%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5729	57.29%
OATP2B1 inhibitior	-	0.7125	71.25%
OATP1B1 inhibitior	+	0.8562	85.62%
OATP1B3 inhibitior	+	0.9478	94.78%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6588	65.88%
P-glycoprotein inhibitior	+	0.7148	71.48%
P-glycoprotein substrate	+	0.7518	75.18%
CYP3A4 substrate	+	0.7142	71.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8699	86.99%
CYP3A4 inhibition	-	0.9007	90.07%
CYP2C9 inhibition	-	0.8872	88.72%
CYP2C19 inhibition	-	0.9236	92.36%
CYP2D6 inhibition	-	0.9301	93.01%
CYP1A2 inhibition	-	0.9344	93.44%
CYP2C8 inhibition	+	0.9014	90.14%
CYP inhibitory promiscuity	-	0.7459	74.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6348	63.48%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9016	90.16%
Skin irritation	-	0.8375	83.75%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3697	36.97%
Micronuclear	+	0.7092	70.92%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9161	91.61%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9834	98.34%
Acute Oral Toxicity (c)	III	0.5848	58.48%
Estrogen receptor binding	+	0.7915	79.15%
Androgen receptor binding	+	0.6280	62.80%
Thyroid receptor binding	+	0.5597	55.97%
Glucocorticoid receptor binding	+	0.6848	68.48%
Aromatase binding	+	0.6072	60.72%
PPAR gamma	+	0.7490	74.90%
Honey bee toxicity	-	0.6511	65.11%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9530	95.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.86%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	99.31%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.64%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	97.55%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.25%	96.00%
CHEMBL3194	P02766	Transthyretin	95.46%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.55%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.48%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.97%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.15%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	92.85%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.38%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.19%	97.36%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	90.46%	80.78%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.59%	95.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.26%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.51%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.26%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.47%	94.33%
CHEMBL4208	P20618	Proteasome component C5	82.04%	90.00%

Plants that contains it

• Albizia altissima
• Artocarpus altilis
• Centaurea solstitialis
• Cosmos diversifolius
• Cryptocarya oblata
• Curcuma caesia
• Erythrina pallida
• Eucalyptus radiata subsp. radiata
• Inga velutina
• Lactuca serriola
• Lagochilus leiacanthus
• Ocimum africanum
• Onobrychis viciifolia
• Phelline lucida
• Piptostigma fugax
• Rhododendron mucronatum
• Strychnos tricalysioides
• Trichodesma incanum
• Urochloa eminii
• Xanthorrhoea resinosa

Cross-Links

• PubChem: 101781227
• NPASS: NPC214669