(2R,3R,4S,5S,6R)-2-[[(3R,4R)-3-hydroxy-4-(2-hydroxypropan-2-yl)cyclohexen-1-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: dd1b320d-214a-434f-a337-728883020b84
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(3R,4R)-3-hydroxy-4-(2-hydroxypropan-2-yl)cyclohexen-1-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(C)(C1CCC(=CC1O)COC2C(C(C(C(O2)CO)O)O)O)O
• SMILES (Isomeric): CC(C)([C@@H]1CCC(=C[C@H]1O)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O
• InChI: InChI=1S/C16H28O8/c1-16(2,22)9-4-3-8(5-10(9)18)7-23-15-14(21)13(20)12(19)11(6-17)24-15/h5,9-15,17-22H,3-4,6-7H2,1-2H3/t9-,10-,11-,12-,13+,14-,15-/m1/s1
• InChI Key: DRSCIEPOLIOTEZ-KXPQCWJOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₈O₈
• Molecular Weight: 348.39 g/mol
• Exact Mass: 348.17841785 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.73
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6677	66.77%
Caco-2	-	0.7980	79.80%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8747	87.47%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9119	91.19%
OATP1B3 inhibitior	+	0.8912	89.12%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6069	60.69%
BSEP inhibitior	-	0.9547	95.47%
P-glycoprotein inhibitior	-	0.8702	87.02%
P-glycoprotein substrate	-	0.8946	89.46%
CYP3A4 substrate	+	0.5418	54.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8517	85.17%
CYP3A4 inhibition	-	0.9576	95.76%
CYP2C9 inhibition	-	0.8049	80.49%
CYP2C19 inhibition	-	0.8325	83.25%
CYP2D6 inhibition	-	0.9088	90.88%
CYP1A2 inhibition	-	0.8457	84.57%
CYP2C8 inhibition	-	0.5908	59.08%
CYP inhibitory promiscuity	-	0.8249	82.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6903	69.03%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9864	98.64%
Skin irritation	-	0.7658	76.58%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7124	71.24%
skin sensitisation	-	0.8260	82.60%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.5830	58.30%
Acute Oral Toxicity (c)	III	0.6591	65.91%
Estrogen receptor binding	+	0.5835	58.35%
Androgen receptor binding	-	0.6158	61.58%
Thyroid receptor binding	+	0.5225	52.25%
Glucocorticoid receptor binding	-	0.4811	48.11%
Aromatase binding	+	0.5406	54.06%
PPAR gamma	+	0.6332	63.32%
Honey bee toxicity	-	0.8698	86.98%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.7982	79.82%

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	97.84%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.95%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.60%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.98%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.33%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.06%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	85.73%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.47%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.91%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.98%	94.00%
CHEMBL4581	P52732	Kinesin-like protein 1	80.08%	93.18%

Plants that contains it

• Sedum sarmentosum

Cross-Links

• PubChem: 162983068
• LOTUS: LTS0234714
• wikiData: Q104987605