(2S,3R,4S,5S,6R)-2-[(1S,2S,5R)-5-[(2S)-1,2-dihydroxypropan-2-yl]-2-hydroxy-2-methylcyclohexyl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 9d577a7a-8930-4c2b-a512-5e751cf63bed
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(1S,2S,5R)-5-[(2S)-1,2-dihydroxypropan-2-yl]-2-hydroxy-2-methylcyclohexyl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(CCC(CC1OC2C(C(C(C(O2)CO)O)O)O)C(C)(CO)O)O
• SMILES (Isomeric): C[C@@]1(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)(CO)O)O
• InChI: InChI=1S/C16H30O9/c1-15(22)4-3-8(16(2,23)7-18)5-10(15)25-14-13(21)12(20)11(19)9(6-17)24-14/h8-14,17-23H,3-7H2,1-2H3/t8-,9-,10+,11-,12+,13-,14+,15+,16-/m1/s1
• InChI Key: HKSOQIVAOUMKMF-YVBKUFDYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₃₀O₉
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.18898253 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.53
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7831	78.31%
Caco-2	-	0.7849	78.49%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7834	78.34%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9087	90.87%
OATP1B3 inhibitior	+	0.9041	90.41%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8882	88.82%
P-glycoprotein inhibitior	-	0.8538	85.38%
P-glycoprotein substrate	-	0.9190	91.90%
CYP3A4 substrate	+	0.6495	64.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8489	84.89%
CYP3A4 inhibition	-	0.9122	91.22%
CYP2C9 inhibition	-	0.8683	86.83%
CYP2C19 inhibition	-	0.8831	88.31%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	-	0.9131	91.31%
CYP2C8 inhibition	-	0.6422	64.22%
CYP inhibitory promiscuity	-	0.9706	97.06%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7289	72.89%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9789	97.89%
Skin irritation	-	0.7734	77.34%
Skin corrosion	-	0.9653	96.53%
Ames mutagenesis	-	0.7803	78.03%
Human Ether-a-go-go-Related Gene inhibition	-	0.4931	49.31%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5638	56.38%
skin sensitisation	-	0.9198	91.98%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6392	63.92%
Acute Oral Toxicity (c)	III	0.4705	47.05%
Estrogen receptor binding	+	0.7444	74.44%
Androgen receptor binding	-	0.6562	65.62%
Thyroid receptor binding	+	0.7331	73.31%
Glucocorticoid receptor binding	+	0.6529	65.29%
Aromatase binding	+	0.7217	72.17%
PPAR gamma	+	0.5644	56.44%
Honey bee toxicity	-	0.7548	75.48%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.6949	69.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.37%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.64%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.16%	91.11%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	95.03%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	93.48%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.17%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	92.97%	97.79%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.24%	96.61%
CHEMBL220	P22303	Acetylcholinesterase	90.16%	94.45%
CHEMBL237	P41145	Kappa opioid receptor	89.39%	98.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.86%	95.89%
CHEMBL1871	P10275	Androgen Receptor	84.58%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.37%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.81%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.90%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.36%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.15%	92.62%
CHEMBL259	P32245	Melanocortin receptor 4	80.65%	95.38%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.62%	91.03%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.10%	86.92%

Plants that contains it

• Carum carvi

Cross-Links

• PubChem: 11024949
• NPASS: NPC43551