[(2R,3S,4S,5R,6S)-6-[[(2R)-2-(3,4-dimethoxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl (3E)-3,11-dimethyl-7-methylidenedodeca-3,10-dienoate

Details

• Internal ID: 8006ca9e-e394-4978-9ed5-cbbe1e0773dc
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[[(2R)-2-(3,4-dimethoxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl (3E)-3,11-dimethyl-7-methylidenedodeca-3,10-dienoate
• SMILES (Canonical): CC(=CCCC(=C)CCC=C(C)CC(=O)OCC1C(C(C(C(O1)OC2=CC3=C(C=C2)C(=O)CC(O3)C4=CC(=C(C=C4)OC)OC)O)O)O)C
• SMILES (Isomeric): CC(=CCCC(=C)CC/C=C(\C)/CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC3=C(C=C2)C(=O)C[C@@H](O3)C4=CC(=C(C=C4)OC)OC)O)O)O)C
• InChI: InChI=1S/C38H48O11/c1-22(2)9-7-10-23(3)11-8-12-24(4)17-34(40)46-21-33-35(41)36(42)37(43)38(49-33)47-26-14-15-27-28(39)20-30(48-31(27)19-26)25-13-16-29(44-5)32(18-25)45-6/h9,12-16,18-19,30,33,35-38,41-43H,3,7-8,10-11,17,20-21H2,1-2,4-6H3/b24-12+/t30-,33-,35-,36+,37-,38-/m1/s1
• InChI Key: KFXHIWLRQIBCID-ZKFQXLBASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₈O₁₁
• Molecular Weight: 680.80 g/mol
• Exact Mass: 680.31966234 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.56
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8127	81.27%
Caco-2	-	0.8568	85.68%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8059	80.59%
OATP2B1 inhibitior	+	0.5643	56.43%
OATP1B1 inhibitior	+	0.8684	86.84%
OATP1B3 inhibitior	+	0.8457	84.57%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9773	97.73%
P-glycoprotein inhibitior	+	0.7823	78.23%
P-glycoprotein substrate	+	0.5734	57.34%
CYP3A4 substrate	+	0.7066	70.66%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.8580	85.80%
CYP3A4 inhibition	-	0.6724	67.24%
CYP2C9 inhibition	-	0.7118	71.18%
CYP2C19 inhibition	-	0.6153	61.53%
CYP2D6 inhibition	-	0.8816	88.16%
CYP1A2 inhibition	-	0.5083	50.83%
CYP2C8 inhibition	+	0.6536	65.36%
CYP inhibitory promiscuity	-	0.8172	81.72%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7462	74.62%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9212	92.12%
Skin irritation	-	0.7870	78.70%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8106	81.06%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6896	68.96%
skin sensitisation	-	0.8627	86.27%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7070	70.70%
Acute Oral Toxicity (c)	III	0.3940	39.40%
Estrogen receptor binding	+	0.8524	85.24%
Androgen receptor binding	-	0.5243	52.43%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7129	71.29%
Aromatase binding	+	0.5646	56.46%
PPAR gamma	+	0.7139	71.39%
Honey bee toxicity	-	0.6496	64.96%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.76%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.52%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.45%	99.17%
CHEMBL2581	P07339	Cathepsin D	94.51%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.65%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.64%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.39%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.77%	86.33%
CHEMBL4208	P20618	Proteasome component C5	90.54%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.27%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.00%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.13%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.05%	92.08%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.87%	96.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.47%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.44%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.33%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.26%	94.33%
CHEMBL2535	P11166	Glucose transporter	83.19%	98.75%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	80.77%	92.38%

Plants that contains it

• Catharanthus roseus

Cross-Links

• PubChem: 42639328
• NPASS: NPC233628