[(1S,2S,4aR,8aR)-1-hydroxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-6-oxo-3,4,5,8a-tetrahydro-2H-naphthalen-2-yl] (2S,3S)-2,3-dimethyloxirane-2-carboxylate

Details

• Internal ID: fa557745-7133-4357-9872-ff37bd904a85
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: [(1S,2S,4aR,8aR)-1-hydroxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-6-oxo-3,4,5,8a-tetrahydro-2H-naphthalen-2-yl] (2S,3S)-2,3-dimethyloxirane-2-carboxylate
• SMILES (Canonical): CC1C(O1)(C)C(=O)OC2CCC3(CC(=O)C(=CC3C2(C)O)C(C)(C)O)C
• SMILES (Isomeric): C[C@H]1[C@@](O1)(C)C(=O)O[C@H]2CC[C@@]3(CC(=O)C(=C[C@H]3[C@]2(C)O)C(C)(C)O)C
• InChI: InChI=1S/C20H30O6/c1-11-20(6,26-11)16(22)25-15-7-8-18(4)10-13(21)12(17(2,3)23)9-14(18)19(15,5)24/h9,11,14-15,23-24H,7-8,10H2,1-6H3/t11-,14+,15-,18+,19-,20-/m0/s1
• InChI Key: VECYAIQTJJYURG-LIHOWSEOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₆
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.20423867 g/mol
• Topological Polar Surface Area (TPSA): 96.40 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.91
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9700	97.00%
Caco-2	+	0.6250	62.50%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7512	75.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9123	91.23%
OATP1B3 inhibitior	+	0.8259	82.59%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5821	58.21%
BSEP inhibitior	-	0.7585	75.85%
P-glycoprotein inhibitior	-	0.6723	67.23%
P-glycoprotein substrate	-	0.7777	77.77%
CYP3A4 substrate	+	0.6760	67.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9070	90.70%
CYP3A4 inhibition	-	0.6430	64.30%
CYP2C9 inhibition	-	0.7329	73.29%
CYP2C19 inhibition	-	0.7934	79.34%
CYP2D6 inhibition	-	0.9266	92.66%
CYP1A2 inhibition	-	0.6189	61.89%
CYP2C8 inhibition	-	0.7507	75.07%
CYP inhibitory promiscuity	-	0.8775	87.75%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9843	98.43%
Carcinogenicity (trinary)	Non-required	0.5751	57.51%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9065	90.65%
Skin irritation	-	0.5442	54.42%
Skin corrosion	-	0.9196	91.96%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7245	72.45%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.6988	69.88%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6279	62.79%
Acute Oral Toxicity (c)	III	0.5188	51.88%
Estrogen receptor binding	+	0.8345	83.45%
Androgen receptor binding	-	0.5051	50.51%
Thyroid receptor binding	+	0.7461	74.61%
Glucocorticoid receptor binding	+	0.6042	60.42%
Aromatase binding	+	0.6139	61.39%
PPAR gamma	+	0.5763	57.63%
Honey bee toxicity	-	0.7641	76.41%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9902	99.02%

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	99.16%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.19%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.89%	91.11%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	91.77%	93.04%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.89%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.95%	97.14%
CHEMBL2581	P07339	Cathepsin D	88.94%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.82%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.21%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.46%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.41%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.79%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.64%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.66%	92.94%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.43%	92.88%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.25%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.60%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.50%	100.00%
CHEMBL5028	O14672	ADAM10	80.81%	97.50%
CHEMBL259	P32245	Melanocortin receptor 4	80.58%	95.38%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.55%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162999306
• LOTUS: LTS0261751
• wikiData: Q105284518