(2R,3R,4S,5S,6R)-2-[[(1R,2R,4aS,5S,8S,8aS)-5,8-dihydroxy-4a-(hydroxymethyl)-2-(2-hydroxypropan-2-yl)-8-methyl-1,2,3,4,5,6,7,8a-octahydronaphthalen-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 79b8c415-1191-4307-be1d-0a9057600b51
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(1R,2R,4aS,5S,8S,8aS)-5,8-dihydroxy-4a-(hydroxymethyl)-2-(2-hydroxypropan-2-yl)-8-methyl-1,2,3,4,5,6,7,8a-octahydronaphthalen-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(CCC(C2(C1C(C(CC2)C(C)(C)O)OC3C(C(C(C(O3)CO)O)O)O)CO)O)O
• SMILES (Isomeric): C[C@@]1(CC[C@@H]([C@@]2([C@H]1[C@@H]([C@@H](CC2)C(C)(C)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)CO)O)O
• InChI: InChI=1S/C21H38O10/c1-19(2,28)10-4-7-21(9-23)12(24)5-6-20(3,29)17(21)16(10)31-18-15(27)14(26)13(25)11(8-22)30-18/h10-18,22-29H,4-9H2,1-3H3/t10-,11-,12+,13-,14+,15-,16-,17+,18+,20+,21+/m1/s1
• InChI Key: WYZMMUAUJZZQCB-SXULLJIRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₈O₁₀
• Molecular Weight: 450.50 g/mol
• Exact Mass: 450.24649740 g/mol
• Topological Polar Surface Area (TPSA): 180.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.15
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4789	47.89%
Caco-2	-	0.7999	79.99%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6916	69.16%
OATP2B1 inhibitior	-	0.5899	58.99%
OATP1B1 inhibitior	+	0.9178	91.78%
OATP1B3 inhibitior	+	0.8580	85.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8349	83.49%
P-glycoprotein inhibitior	-	0.8050	80.50%
P-glycoprotein substrate	-	0.8339	83.39%
CYP3A4 substrate	+	0.6540	65.40%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8352	83.52%
CYP3A4 inhibition	-	0.9066	90.66%
CYP2C9 inhibition	-	0.8732	87.32%
CYP2C19 inhibition	-	0.8512	85.12%
CYP2D6 inhibition	-	0.9623	96.23%
CYP1A2 inhibition	-	0.8682	86.82%
CYP2C8 inhibition	-	0.6575	65.75%
CYP inhibitory promiscuity	-	0.9753	97.53%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7269	72.69%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9526	95.26%
Skin irritation	-	0.7471	74.71%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4764	47.64%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6528	65.28%
skin sensitisation	-	0.9208	92.08%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7334	73.34%
Acute Oral Toxicity (c)	III	0.4982	49.82%
Estrogen receptor binding	+	0.5832	58.32%
Androgen receptor binding	+	0.5344	53.44%
Thyroid receptor binding	+	0.6624	66.24%
Glucocorticoid receptor binding	-	0.5071	50.71%
Aromatase binding	+	0.7295	72.95%
PPAR gamma	+	0.5742	57.42%
Honey bee toxicity	-	0.7549	75.49%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.7871	78.71%

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	98.03%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.61%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.49%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.49%	97.09%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	89.55%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.75%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.49%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.58%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.97%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.78%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.14%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.62%	97.79%
CHEMBL2581	P07339	Cathepsin D	83.25%	98.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.24%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.47%	97.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.34%	95.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.66%	93.04%

Plants that contains it

• Dictamnus dasycarpus

Cross-Links

• PubChem: 163194787
• LOTUS: LTS0000205
• wikiData: Q105322833