7-[(2E,6Z)-3,7-dimethyl-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxyocta-2,6-dienoxy]-6-methoxychromen-2-one

Details

• Internal ID: e929aed4-eebd-4c47-a81e-48ae7fff0c25
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 7-[(2E,6Z)-3,7-dimethyl-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxyocta-2,6-dienoxy]-6-methoxychromen-2-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OCC(=CCCC(=CCOC3=C(C=C4C=CC(=O)OC4=C3)OC)C)C)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC/C(=C\CC/C(=C/COC3=C(C=C4C=CC(=O)OC4=C3)OC)/C)/C)O)O)O)O)O)O
• InChI: InChI=1S/C32H44O14/c1-16(10-11-41-22-13-20-19(12-21(22)40-4)8-9-24(33)45-20)6-5-7-17(2)14-42-32-30(39)28(37)26(35)23(46-32)15-43-31-29(38)27(36)25(34)18(3)44-31/h7-10,12-13,18,23,25-32,34-39H,5-6,11,14-15H2,1-4H3/b16-10+,17-7-/t18-,23+,25-,26+,27+,28-,29+,30+,31+,32+/m0/s1
• InChI Key: RTWCTRFVACGXAD-FUEGPVBASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₄O₁₄
• Molecular Weight: 652.70 g/mol
• Exact Mass: 652.27310607 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.52
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7159	71.59%
Caco-2	-	0.8606	86.06%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7537	75.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8604	86.04%
OATP1B3 inhibitior	+	0.8811	88.11%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8876	88.76%
P-glycoprotein inhibitior	+	0.7115	71.15%
P-glycoprotein substrate	+	0.5719	57.19%
CYP3A4 substrate	+	0.6375	63.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8456	84.56%
CYP3A4 inhibition	-	0.9011	90.11%
CYP2C9 inhibition	-	0.8982	89.82%
CYP2C19 inhibition	-	0.6592	65.92%
CYP2D6 inhibition	-	0.8717	87.17%
CYP1A2 inhibition	-	0.5469	54.69%
CYP2C8 inhibition	+	0.6706	67.06%
CYP inhibitory promiscuity	-	0.8407	84.07%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7208	72.08%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9250	92.50%
Skin irritation	-	0.8011	80.11%
Skin corrosion	-	0.9550	95.50%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7401	74.01%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6591	65.91%
skin sensitisation	-	0.8706	87.06%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9115	91.15%
Acute Oral Toxicity (c)	III	0.4590	45.90%
Estrogen receptor binding	+	0.7806	78.06%
Androgen receptor binding	+	0.5796	57.96%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6859	68.59%
Aromatase binding	+	0.6014	60.14%
PPAR gamma	+	0.7160	71.60%
Honey bee toxicity	-	0.7687	76.87%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9924	99.24%

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	98.26%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.19%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.73%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.99%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	93.27%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.51%	96.00%
CHEMBL2581	P07339	Cathepsin D	92.09%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.00%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.98%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.95%	89.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.96%	92.08%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.56%	94.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.89%	90.71%
CHEMBL4208	P20618	Proteasome component C5	84.82%	90.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.23%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.92%	95.56%
CHEMBL220	P22303	Acetylcholinesterase	82.28%	94.45%
CHEMBL2535	P11166	Glucose transporter	82.26%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.99%	89.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.10%	99.23%

Plants that contains it

• Coptis trifolia

Cross-Links

• PubChem: 163188420
• LOTUS: LTS0191620
• wikiData: Q105245460