(3aR,5aS,9aS,9bR)-3a,7,9b-trimethyl-2,3,5a,8,9,9a-hexahydro-1H-cyclopenta[c]chromen-4-one

Details

• Internal ID: 7017c02b-8424-4b90-aacb-e972888ca9a7
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (3aR,5aS,9aS,9bR)-3a,7,9b-trimethyl-2,3,5a,8,9,9a-hexahydro-1H-cyclopenta[c]chromen-4-one
• SMILES (Canonical): CC1=CC2C(CC1)C3(CCCC3(C(=O)O2)C)C
• SMILES (Isomeric): CC1=C[C@H]2[C@@H](CC1)[C@]3(CCC[C@]3(C(=O)O2)C)C
• InChI: InChI=1S/C15H22O2/c1-10-5-6-11-12(9-10)17-13(16)15(3)8-4-7-14(11,15)2/h9,11-12H,4-8H2,1-3H3/t11-,12+,14-,15+/m1/s1
• InChI Key: VCDRKAPIAYGOJF-OSRDXIQISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.9331	93.31%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4693	46.93%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.8968	89.68%
OATP1B3 inhibitior	+	0.9561	95.61%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8946	89.46%
P-glycoprotein inhibitior	-	0.9448	94.48%
P-glycoprotein substrate	-	0.9498	94.98%
CYP3A4 substrate	+	0.6171	61.71%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8082	80.82%
CYP3A4 inhibition	-	0.7491	74.91%
CYP2C9 inhibition	-	0.9064	90.64%
CYP2C19 inhibition	+	0.5235	52.35%
CYP2D6 inhibition	-	0.9414	94.14%
CYP1A2 inhibition	+	0.6029	60.29%
CYP2C8 inhibition	-	0.8758	87.58%
CYP inhibitory promiscuity	-	0.7863	78.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5501	55.01%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.7729	77.29%
Skin irritation	+	0.5623	56.23%
Skin corrosion	-	0.9578	95.78%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5154	51.54%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.7928	79.28%
skin sensitisation	+	0.5622	56.22%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5742	57.42%
Acute Oral Toxicity (c)	III	0.6828	68.28%
Estrogen receptor binding	-	0.5796	57.96%
Androgen receptor binding	+	0.6169	61.69%
Thyroid receptor binding	-	0.5592	55.92%
Glucocorticoid receptor binding	-	0.6622	66.22%
Aromatase binding	-	0.6582	65.82%
PPAR gamma	-	0.7711	77.11%
Honey bee toxicity	-	0.8982	89.82%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9895	98.95%

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	94.53%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.63%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.45%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.39%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.70%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.14%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.05%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.68%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.32%	96.09%
CHEMBL1871	P10275	Androgen Receptor	82.68%	96.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.08%	86.33%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.92%	86.00%
CHEMBL2996	Q05655	Protein kinase C delta	80.32%	97.79%

Plants that contains it

• Ricciocarpos natans

Cross-Links

• PubChem: 162948854
• LOTUS: LTS0147466
• wikiData: Q105283649