3,5-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 02d20a4d-de95-4e39-a131-83910dc12e12
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 3,5-dihydroxy-2-(3,4,5-trihydroxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)O)C5=CC(=C(C(=C5)O)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)O)C5=CC(=C(C(=C5)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O17/c1-7-16(31)20(35)23(38)26(41-7)40-6-14-18(33)21(36)24(39)27(44-14)42-9-4-10(28)15-13(5-9)43-25(22(37)19(15)34)8-2-11(29)17(32)12(30)3-8/h2-5,7,14,16,18,20-21,23-24,26-33,35-39H,6H2,1H3
• InChI Key: MASOGOGVWNFCIB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₇
• Molecular Weight: 626.50 g/mol
• Exact Mass: 626.14829948 g/mol
• Topological Polar Surface Area (TPSA): 286.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.98
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5564	55.64%
Caco-2	-	0.9028	90.28%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7477	74.77%
OATP2B1 inhibitior	-	0.5629	56.29%
OATP1B1 inhibitior	+	0.8827	88.27%
OATP1B3 inhibitior	+	0.9216	92.16%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6344	63.44%
P-glycoprotein inhibitior	-	0.7318	73.18%
P-glycoprotein substrate	+	0.5767	57.67%
CYP3A4 substrate	+	0.6113	61.13%
CYP2C9 substrate	-	0.7038	70.38%
CYP2D6 substrate	-	0.8611	86.11%
CYP3A4 inhibition	-	0.9249	92.49%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9545	95.45%
CYP1A2 inhibition	-	0.8673	86.73%
CYP2C8 inhibition	+	0.7547	75.47%
CYP inhibitory promiscuity	-	0.6787	67.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6741	67.41%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9095	90.95%
Skin irritation	-	0.8089	80.89%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	+	0.5636	56.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7253	72.53%
Micronuclear	+	0.7192	71.92%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9325	93.25%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.9322	93.22%
Acute Oral Toxicity (c)	III	0.5971	59.71%
Estrogen receptor binding	+	0.7476	74.76%
Androgen receptor binding	-	0.4868	48.68%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4891	48.91%
Aromatase binding	+	0.5886	58.86%
PPAR gamma	+	0.7122	71.22%
Honey bee toxicity	-	0.7956	79.56%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.8993	89.93%

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	99.75%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.17%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.09%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.27%	94.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.25%	97.36%
CHEMBL2581	P07339	Cathepsin D	96.12%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.50%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.02%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.49%	95.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.04%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.17%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.51%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.88%	97.09%
CHEMBL3194	P02766	Transthyretin	85.29%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.51%	95.56%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	83.48%	80.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.33%	94.80%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.10%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.62%	90.71%
CHEMBL2424	Q04760	Glyoxalase I	80.54%	91.67%

Plants that contains it

• Tachigali paniculata

Cross-Links

• PubChem: 72635295
• LOTUS: LTS0190438
• wikiData: Q105160485