4',5,7-Trihydroxy-6-[2-O-(2-O-acetyl-alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl]flavone

Details

• Internal ID: 480e6c32-d08c-4f35-8ffc-c15285317e2c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides
• IUPAC Name: [(2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-6-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2C3=C(C4=C(C=C3O)OC(=CC4=O)C5=CC=C(C=C5)O)O)CO)O)O)OC(=O)C)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2C3=C(C4=C(C=C3O)OC(=CC4=O)C5=CC=C(C=C5)O)O)CO)O)O)OC(=O)C)O)O
• InChI: InChI=1S/C29H32O15/c1-10-21(35)24(38)28(41-11(2)31)29(40-10)44-27-25(39)22(36)18(9-30)43-26(27)20-15(34)8-17-19(23(20)37)14(33)7-16(42-17)12-3-5-13(32)6-4-12/h3-8,10,18,21-22,24-30,32,34-39H,9H2,1-2H3/t10-,18+,21-,22+,24+,25-,26-,27+,28+,29-/m0/s1
• InChI Key: LZJPVHFGHOYXRZ-HVEVQSOCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₁₅
• Molecular Weight: 620.60 g/mol
• Exact Mass: 620.17412031 g/mol
• Topological Polar Surface Area (TPSA): 242.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.49
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6039	60.39%
Caco-2	-	0.9085	90.85%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6594	65.94%
OATP2B1 inhibitior	-	0.5711	57.11%
OATP1B1 inhibitior	+	0.8118	81.18%
OATP1B3 inhibitior	+	0.9651	96.51%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7510	75.10%
P-glycoprotein inhibitior	-	0.5459	54.59%
P-glycoprotein substrate	-	0.5315	53.15%
CYP3A4 substrate	+	0.6685	66.85%
CYP2C9 substrate	+	0.5470	54.70%
CYP2D6 substrate	-	0.8764	87.64%
CYP3A4 inhibition	-	0.9136	91.36%
CYP2C9 inhibition	-	0.9138	91.38%
CYP2C19 inhibition	-	0.9441	94.41%
CYP2D6 inhibition	-	0.9713	97.13%
CYP1A2 inhibition	-	0.9141	91.41%
CYP2C8 inhibition	+	0.7131	71.31%
CYP inhibitory promiscuity	-	0.8338	83.38%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7384	73.84%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9229	92.29%
Skin irritation	-	0.8496	84.96%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	-	0.5064	50.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.3730	37.30%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9381	93.81%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9302	93.02%
Acute Oral Toxicity (c)	III	0.5727	57.27%
Estrogen receptor binding	+	0.7710	77.10%
Androgen receptor binding	+	0.7116	71.16%
Thyroid receptor binding	-	0.4925	49.25%
Glucocorticoid receptor binding	+	0.6286	62.86%
Aromatase binding	+	0.6054	60.54%
PPAR gamma	+	0.7542	75.42%
Honey bee toxicity	-	0.6872	68.72%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8976	89.76%

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	99.65%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.93%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.74%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.68%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.92%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	93.73%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	90.83%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.01%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.50%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.45%	83.57%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.67%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.50%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.99%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.72%	95.89%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.59%	95.64%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.38%	99.17%
CHEMBL3194	P02766	Transthyretin	81.86%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.18%	95.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.35%	96.09%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.26%	91.38%

Plants that contains it

• Euphorbia hirta
• Flacourtia indica
• Tripterospermum japonicum

Cross-Links

• PubChem: 101103838
• NPASS: NPC195672
• LOTUS: LTS0241706
• wikiData: Q105159907