(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(1R,5R)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: 27dd65ff-3c8a-44c4-aaf6-59aece4b65a8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(1R,5R)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC1=CCC(CC1OC2C(C(C(C(O2)CO)O)O)O)C(=C)C
• SMILES (Isomeric): CC1=CC[C@H](C[C@H]1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(=C)C
• InChI: InChI=1S/C16H26O6/c1-8(2)10-5-4-9(3)11(6-10)21-16-15(20)14(19)13(18)12(7-17)22-16/h4,10-20H,1,5-7H2,2-3H3/t10-,11-,12-,13-,14+,15-,16-/m1/s1
• InChI Key: IPOIBBMZOXJYFV-QORBILMTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₆
• Molecular Weight: 314.37 g/mol
• Exact Mass: 314.17293854 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.10
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6775	67.75%
Caco-2	-	0.8110	81.10%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7600	76.00%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9013	90.13%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9030	90.30%
P-glycoprotein inhibitior	-	0.8683	86.83%
P-glycoprotein substrate	-	0.8669	86.69%
CYP3A4 substrate	+	0.5303	53.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8395	83.95%
CYP3A4 inhibition	-	0.8445	84.45%
CYP2C9 inhibition	-	0.8835	88.35%
CYP2C19 inhibition	-	0.8130	81.30%
CYP2D6 inhibition	-	0.8936	89.36%
CYP1A2 inhibition	-	0.8512	85.12%
CYP2C8 inhibition	-	0.8218	82.18%
CYP inhibitory promiscuity	-	0.7575	75.75%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.8120	81.20%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9673	96.73%
Skin irritation	-	0.8244	82.44%
Skin corrosion	-	0.9619	96.19%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6453	64.53%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6376	63.76%
skin sensitisation	-	0.8557	85.57%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.4875	48.75%
Acute Oral Toxicity (c)	III	0.5724	57.24%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5979	59.79%
Thyroid receptor binding	+	0.5351	53.51%
Glucocorticoid receptor binding	-	0.5468	54.68%
Aromatase binding	-	0.5197	51.97%
PPAR gamma	+	0.5331	53.31%
Honey bee toxicity	-	0.7456	74.56%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8944	89.44%

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	96.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.86%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.78%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.75%	97.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.74%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.64%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.52%	96.95%
CHEMBL2581	P07339	Cathepsin D	84.83%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.15%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.72%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.49%	95.89%

Plants that contains it

• Mentha spicata

Cross-Links

• PubChem: 10567249
• LOTUS: LTS0259447
• wikiData: Q105117364