[(1S,2R,4S,5R,6R,10S)-6-hydroxy-2-methyl-10-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl] (2E,6S)-6-hydroxy-2,6-dimethylocta-2,7-dienoate

Details

• Internal ID: dc28ed62-0b1f-402d-8c30-602253ef1e41
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [(1S,2R,4S,5R,6R,10S)-6-hydroxy-2-methyl-10-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl] (2E,6S)-6-hydroxy-2,6-dimethylocta-2,7-dienoate
• SMILES (Canonical): CC(=CCCC(C)(C=C)O)C(=O)OC1C2C(O2)(C3C1(C=COC3OC4C(C(C(C(O4)CO)O)O)O)O)C
• SMILES (Isomeric): C/C(=C\CC[C@@](C)(C=C)O)/C(=O)O[C@@H]1[C@H]2[C@](O2)([C@@H]3[C@@]1(C=CO[C@H]3O[C@H]4[C@H]([C@H]([C@@H]([C@@H](O4)CO)O)O)O)O)C
• InChI: InChI=1S/C25H36O12/c1-5-23(3,31)8-6-7-12(2)20(30)35-19-18-24(4,37-18)17-22(33-10-9-25(17,19)32)36-21-16(29)15(28)14(27)13(11-26)34-21/h5,7,9-10,13-19,21-22,26-29,31-32H,1,6,8,11H2,2-4H3/b12-7+/t13-,14+,15-,16-,17+,18-,19+,21-,22-,23+,24+,25+/m0/s1
• InChI Key: PRWWZXHOHQRKDQ-HXRURJKISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₆O₁₂
• Molecular Weight: 528.50 g/mol
• Exact Mass: 528.22067658 g/mol
• Topological Polar Surface Area (TPSA): 188.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.23
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7633	76.33%
Caco-2	-	0.8390	83.90%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6368	63.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8334	83.34%
OATP1B3 inhibitior	+	0.9058	90.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8276	82.76%
BSEP inhibitior	+	0.5708	57.08%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.5950	59.50%
CYP3A4 substrate	+	0.7044	70.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8788	87.88%
CYP3A4 inhibition	-	0.8061	80.61%
CYP2C9 inhibition	-	0.8133	81.33%
CYP2C19 inhibition	-	0.8823	88.23%
CYP2D6 inhibition	-	0.9257	92.57%
CYP1A2 inhibition	-	0.8483	84.83%
CYP2C8 inhibition	+	0.6010	60.10%
CYP inhibitory promiscuity	-	0.8978	89.78%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6742	67.42%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9416	94.16%
Skin irritation	-	0.5324	53.24%
Skin corrosion	-	0.9237	92.37%
Ames mutagenesis	-	0.5424	54.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.6455	64.55%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6196	61.96%
skin sensitisation	-	0.8630	86.30%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5978	59.78%
Acute Oral Toxicity (c)	III	0.4075	40.75%
Estrogen receptor binding	+	0.6730	67.30%
Androgen receptor binding	+	0.6231	62.31%
Thyroid receptor binding	+	0.5534	55.34%
Glucocorticoid receptor binding	+	0.5620	56.20%
Aromatase binding	+	0.6340	63.40%
PPAR gamma	+	0.6185	61.85%
Honey bee toxicity	-	0.6417	64.17%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8718	87.18%

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	98.38%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.97%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.27%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.46%	96.61%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.01%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.87%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.70%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.83%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.14%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.12%	96.47%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.91%	97.28%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.62%	89.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.45%	97.47%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.95%	96.90%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.59%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.04%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.83%	99.17%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.19%	90.93%

Plants that contains it

• Kickxia spuria

Cross-Links

• PubChem: 162931322
• LOTUS: LTS0272713
• wikiData: Q105213965