3-(3,4-Dihydroxyphenyl)-7-methyl-4-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-2,8-dioxatricyclo[7.3.1.05,13]trideca-1(12),3,5(13),6,9-pentaen-11-one

Details

• Internal ID: 6fb41a4a-55be-423f-9c14-a6b0df6eebed
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-(3,4-dihydroxyphenyl)-7-methyl-4-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-2,8-dioxatricyclo[7.3.1.05,13]trideca-1(12),3,5(13),6,9-pentaen-11-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=O)C=C5C4=C3C=C(O5)C)C6=CC(=C(C=C6)O)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=O)C=C5C4=C3C=C(O5)C)C6=CC(=C(C=C6)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C30H32O15/c1-10-5-14-20-17(41-10)7-13(31)8-18(20)43-27(12-3-4-15(32)16(33)6-12)28(14)45-30-26(39)24(37)22(35)19(44-30)9-40-29-25(38)23(36)21(34)11(2)42-29/h3-8,11,19,21-26,29-30,32-39H,9H2,1-2H3
• InChI Key: QJODZNXDGUGMJE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₂O₁₅
• Molecular Weight: 632.60 g/mol
• Exact Mass: 632.17412031 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -0.04
• 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	-	0.4659	46.59%
Caco-2	-	0.9026	90.26%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7552	75.52%
OATP2B1 inhibitior	-	0.7107	71.07%
OATP1B1 inhibitior	+	0.9146	91.46%
OATP1B3 inhibitior	+	0.9107	91.07%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7851	78.51%
P-glycoprotein inhibitior	-	0.5406	54.06%
P-glycoprotein substrate	-	0.5316	53.16%
CYP3A4 substrate	+	0.6507	65.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8464	84.64%
CYP3A4 inhibition	-	0.8904	89.04%
CYP2C9 inhibition	-	0.9134	91.34%
CYP2C19 inhibition	-	0.9158	91.58%
CYP2D6 inhibition	-	0.9500	95.00%
CYP1A2 inhibition	-	0.8713	87.13%
CYP2C8 inhibition	+	0.7792	77.92%
CYP inhibitory promiscuity	-	0.6602	66.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7067	70.67%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9292	92.92%
Skin irritation	-	0.8277	82.77%
Skin corrosion	-	0.9610	96.10%
Ames mutagenesis	-	0.5264	52.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7376	73.76%
Micronuclear	+	0.7292	72.92%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9381	93.81%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.9541	95.41%
Acute Oral Toxicity (c)	III	0.6245	62.45%
Estrogen receptor binding	+	0.8155	81.55%
Androgen receptor binding	+	0.6815	68.15%
Thyroid receptor binding	-	0.4874	48.74%
Glucocorticoid receptor binding	+	0.6689	66.89%
Aromatase binding	+	0.6112	61.12%
PPAR gamma	+	0.6942	69.42%
Honey bee toxicity	-	0.7628	76.28%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.9179	91.79%

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	99.57%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.78%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.27%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.17%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.84%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	95.12%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.13%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.58%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.51%	85.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.80%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.78%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.66%	94.80%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.84%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.42%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.04%	96.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.27%	91.71%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.37%	93.65%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.54%	80.78%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.07%	83.00%
CHEMBL1907	P15144	Aminopeptidase N	81.10%	93.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.36%	97.09%

Plants that contains it

• Ribes nigrum

Cross-Links

• PubChem: 137199990
• LOTUS: LTS0076467
• wikiData: Q105222782