(3S,4aR,7S,7aS)-3-ethoxy-7-hydroxy-7-methyl-3,4,4a,5,6,7a-hexahydrocyclopenta[c]pyran-1-one

Details

• Internal ID: ca0dbe93-87f2-4bec-9cb5-2d7ac15234a4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3S,4aR,7S,7aS)-3-ethoxy-7-hydroxy-7-methyl-3,4,4a,5,6,7a-hexahydrocyclopenta[c]pyran-1-one
• SMILES (Canonical): CCOC1CC2CCC(C2C(=O)O1)(C)O
• SMILES (Isomeric): CCO[C@@H]1C[C@H]2CC[C@]([C@H]2C(=O)O1)(C)O
• InChI: InChI=1S/C11H18O4/c1-3-14-8-6-7-4-5-11(2,13)9(7)10(12)15-8/h7-9,13H,3-6H2,1-2H3/t7-,8+,9-,11+/m1/s1
• InChI Key: RXWSBWAEIRXXDN-LOKLDPHHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₈O₄
• Molecular Weight: 214.26 g/mol
• Exact Mass: 214.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.07
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9843	98.43%
Caco-2	+	0.7634	76.34%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6701	67.01%
OATP2B1 inhibitior	-	0.8447	84.47%
OATP1B1 inhibitior	+	0.9009	90.09%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9523	95.23%
P-glycoprotein inhibitior	-	0.9226	92.26%
P-glycoprotein substrate	-	0.8645	86.45%
CYP3A4 substrate	+	0.6022	60.22%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	-	0.8569	85.69%
CYP3A4 inhibition	-	0.7881	78.81%
CYP2C9 inhibition	-	0.8095	80.95%
CYP2C19 inhibition	-	0.7717	77.17%
CYP2D6 inhibition	-	0.9511	95.11%
CYP1A2 inhibition	-	0.8399	83.99%
CYP2C8 inhibition	-	0.8864	88.64%
CYP inhibitory promiscuity	-	0.9296	92.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6911	69.11%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.6559	65.59%
Skin irritation	-	0.7149	71.49%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	-	0.7423	74.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.6108	61.08%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.6098	60.98%
skin sensitisation	-	0.8843	88.43%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.8230	82.30%
Acute Oral Toxicity (c)	III	0.4613	46.13%
Estrogen receptor binding	-	0.6142	61.42%
Androgen receptor binding	-	0.5283	52.83%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6300	63.00%
Aromatase binding	-	0.8358	83.58%
PPAR gamma	-	0.7034	70.34%
Honey bee toxicity	-	0.8927	89.27%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8694	86.94%

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	95.70%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.87%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.44%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	85.38%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.04%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.78%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.13%	95.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.39%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.16%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.96%	91.11%

Plants that contains it

• Mussaenda pubescens

Cross-Links

• PubChem: 10584730
• LOTUS: LTS0263316
• wikiData: Q105247339