1-[(1S,3aR,4S,7S,7aS)-4-methyl-7-propan-2-yl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,3a,5,6,7,7a-octahydroinden-1-yl]ethanone

Details

• Internal ID: 1c25718d-c451-4430-9e9a-bb70161e7128
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 1-[(1S,3aR,4S,7S,7aS)-4-methyl-7-propan-2-yl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,3a,5,6,7,7a-octahydroinden-1-yl]ethanone
• SMILES (Canonical): CC(C)C1CCC(C2C1C(CC2)C(=O)C)(C)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): CC(C)[C@@H]1CC[C@]([C@H]2[C@H]1[C@H](CC2)C(=O)C)(C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C21H36O7/c1-10(2)12-7-8-21(4,14-6-5-13(11(3)23)16(12)14)28-20-19(26)18(25)17(24)15(9-22)27-20/h10,12-20,22,24-26H,5-9H2,1-4H3/t12-,13+,14+,15+,16+,17+,18-,19+,20-,21-/m0/s1
• InChI Key: MMUCMYZIERHHHU-ZMXFBQRYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₇
• Molecular Weight: 400.50 g/mol
• Exact Mass: 400.24610348 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.86
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6736	67.36%
Caco-2	-	0.8114	81.14%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8156	81.56%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8734	87.34%
OATP1B3 inhibitior	+	0.8790	87.90%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7883	78.83%
P-glycoprotein inhibitior	-	0.8340	83.40%
P-glycoprotein substrate	-	0.8524	85.24%
CYP3A4 substrate	+	0.6726	67.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8521	85.21%
CYP3A4 inhibition	-	0.9022	90.22%
CYP2C9 inhibition	-	0.8107	81.07%
CYP2C19 inhibition	-	0.8834	88.34%
CYP2D6 inhibition	-	0.9613	96.13%
CYP1A2 inhibition	-	0.8096	80.96%
CYP2C8 inhibition	-	0.7693	76.93%
CYP inhibitory promiscuity	-	0.9357	93.57%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7429	74.29%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9777	97.77%
Skin irritation	-	0.6781	67.81%
Skin corrosion	-	0.9539	95.39%
Ames mutagenesis	-	0.7537	75.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4765	47.65%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7347	73.47%
skin sensitisation	-	0.9350	93.50%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7413	74.13%
Acute Oral Toxicity (c)	III	0.5098	50.98%
Estrogen receptor binding	+	0.5596	55.96%
Androgen receptor binding	+	0.5452	54.52%
Thyroid receptor binding	+	0.6353	63.53%
Glucocorticoid receptor binding	-	0.5232	52.32%
Aromatase binding	-	0.5130	51.30%
PPAR gamma	-	0.5065	50.65%
Honey bee toxicity	-	0.6704	67.04%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9210	92.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.51%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.79%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.20%	91.11%
CHEMBL237	P41145	Kappa opioid receptor	93.14%	98.10%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.03%	96.61%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.16%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.11%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.43%	91.24%
CHEMBL1937	Q92769	Histone deacetylase 2	89.69%	94.75%
CHEMBL226	P30542	Adenosine A1 receptor	89.56%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.33%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	88.03%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.84%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.13%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.33%	95.83%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.52%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.44%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	82.50%	92.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.95%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.72%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.67%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.17%	89.00%

Plants that contains it

• Saussurea triangulata

Cross-Links

• PubChem: 162954698
• LOTUS: LTS0062325
• wikiData: Q105168081