(2S,3R,4S,5S,6R)-2-[2-[(2S,4aS,8S,8aS)-8-hydroxy-4a,8-dimethyl-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]propan-2-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: c7643566-a540-480f-b35a-ca94772623e5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[2-[(2S,4aS,8S,8aS)-8-hydroxy-4a,8-dimethyl-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]propan-2-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC12CCCC(C1CC(CC2)C(C)(C)OC3C(C(C(C(O3)CO)O)O)O)(C)O
• SMILES (Isomeric): C[C@@]12CCC[C@]([C@H]1C[C@H](CC2)C(C)(C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)(C)O
• InChI: InChI=1S/C21H38O7/c1-19(2,28-18-17(25)16(24)15(23)13(11-22)27-18)12-6-9-20(3)7-5-8-21(4,26)14(20)10-12/h12-18,22-26H,5-11H2,1-4H3/t12-,13+,14-,15+,16-,17+,18-,20-,21-/m0/s1
• InChI Key: PIQFOZLNKMTTKG-BYEUNBPGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₈O₇
• Molecular Weight: 402.50 g/mol
• Exact Mass: 402.26175355 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.94
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6128	61.28%
Caco-2	-	0.7553	75.53%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7110	71.10%
OATP2B1 inhibitior	-	0.7194	71.94%
OATP1B1 inhibitior	+	0.8992	89.92%
OATP1B3 inhibitior	+	0.8460	84.60%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6542	65.42%
BSEP inhibitior	-	0.8709	87.09%
P-glycoprotein inhibitior	-	0.7569	75.69%
P-glycoprotein substrate	-	0.8899	88.99%
CYP3A4 substrate	+	0.6620	66.20%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8352	83.52%
CYP3A4 inhibition	-	0.8514	85.14%
CYP2C9 inhibition	-	0.8571	85.71%
CYP2C19 inhibition	-	0.8784	87.84%
CYP2D6 inhibition	-	0.9627	96.27%
CYP1A2 inhibition	-	0.8201	82.01%
CYP2C8 inhibition	+	0.4497	44.97%
CYP inhibitory promiscuity	-	0.9680	96.80%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7501	75.01%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9497	94.97%
Skin irritation	-	0.7136	71.36%
Skin corrosion	-	0.9577	95.77%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5132	51.32%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5351	53.51%
skin sensitisation	-	0.9199	91.99%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7607	76.07%
Acute Oral Toxicity (c)	III	0.5400	54.00%
Estrogen receptor binding	+	0.5728	57.28%
Androgen receptor binding	+	0.5192	51.92%
Thyroid receptor binding	+	0.6636	66.36%
Glucocorticoid receptor binding	+	0.6017	60.17%
Aromatase binding	+	0.7272	72.72%
PPAR gamma	+	0.5727	57.27%
Honey bee toxicity	-	0.7766	77.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8267	82.67%

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	99.40%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.62%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	95.54%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.12%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.97%	96.61%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	93.17%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.92%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.67%	92.94%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.11%	95.83%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.78%	92.62%
CHEMBL1937	Q92769	Histone deacetylase 2	87.55%	94.75%
CHEMBL220	P22303	Acetylcholinesterase	86.33%	94.45%
CHEMBL259	P32245	Melanocortin receptor 4	85.31%	95.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.18%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	84.11%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.06%	95.50%
CHEMBL1871	P10275	Androgen Receptor	83.37%	96.43%
CHEMBL226	P30542	Adenosine A1 receptor	82.75%	95.93%
CHEMBL2581	P07339	Cathepsin D	82.58%	98.95%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	81.95%	97.86%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	81.77%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.91%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.90%	93.04%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.13%	100.00%

Plants that contains it

• Laggera crispata

Cross-Links

• PubChem: 10811116
• LOTUS: LTS0015333
• wikiData: Q105209640