[3-Acetyloxy-5-hydroxy-2-[5-hydroxy-4-oxo-2-phenyl-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-3-yl]oxy-6-methyloxan-4-yl] acetate

Details

• Internal ID: bdfcf7c3-2a02-41e3-9636-9a8ac48fe5d6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [3-acetyloxy-5-hydroxy-2-[5-hydroxy-4-oxo-2-phenyl-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-3-yl]oxy-6-methyloxan-4-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)C)O)OC(=O)C)OC(=O)C)C5=CC=CC=C5)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)C)O)OC(=O)C)OC(=O)C)C5=CC=CC=C5)O)O)O)O
• InChI: InChI=1S/C31H34O15/c1-12-21(35)24(38)25(39)30(40-12)44-17-10-18(34)20-19(11-17)45-26(16-8-6-5-7-9-16)28(23(20)37)46-31-29(43-15(4)33)27(42-14(3)32)22(36)13(2)41-31/h5-13,21-22,24-25,27,29-31,34-36,38-39H,1-4H3
• InChI Key: DEAZUHJDGGUCSW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₄O₁₅
• Molecular Weight: 646.60 g/mol
• Exact Mass: 646.18977037 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.72
• H-Bond Acceptor: 15
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7169	71.69%
Caco-2	-	0.8698	86.98%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6920	69.20%
OATP2B1 inhibitior	-	0.5598	55.98%
OATP1B1 inhibitior	+	0.9148	91.48%
OATP1B3 inhibitior	+	0.8716	87.16%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8682	86.82%
P-glycoprotein inhibitior	+	0.7067	70.67%
P-glycoprotein substrate	-	0.6054	60.54%
CYP3A4 substrate	+	0.6439	64.39%
CYP2C9 substrate	+	0.5319	53.19%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.8835	88.35%
CYP2C9 inhibition	-	0.9499	94.99%
CYP2C19 inhibition	-	0.9605	96.05%
CYP2D6 inhibition	-	0.9691	96.91%
CYP1A2 inhibition	-	0.8239	82.39%
CYP2C8 inhibition	+	0.7720	77.20%
CYP inhibitory promiscuity	-	0.7994	79.94%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5832	58.32%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9050	90.50%
Skin irritation	-	0.7537	75.37%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.5501	55.01%
Human Ether-a-go-go-Related Gene inhibition	+	0.6591	65.91%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.6394	63.94%
skin sensitisation	-	0.9249	92.49%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7576	75.76%
Acute Oral Toxicity (c)	III	0.5065	50.65%
Estrogen receptor binding	+	0.7103	71.03%
Androgen receptor binding	+	0.6773	67.73%
Thyroid receptor binding	+	0.5248	52.48%
Glucocorticoid receptor binding	+	0.6592	65.92%
Aromatase binding	-	0.5576	55.76%
PPAR gamma	+	0.6840	68.40%
Honey bee toxicity	-	0.7624	76.24%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9712	97.12%

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	99.43%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.22%	91.49%
CHEMBL2581	P07339	Cathepsin D	98.25%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.44%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.03%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.53%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.28%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.51%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.15%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.33%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	89.15%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.14%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.09%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.33%	95.64%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.68%	95.50%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.31%	83.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.52%	94.62%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.13%	97.53%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.79%	81.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.25%	97.36%

Plants that contains it

• Dryopteris crassirhizoma

Cross-Links

• PubChem: 162846877
• LOTUS: LTS0013925
• wikiData: Q104977021