3-[2-(1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl)ethyl]-2,5-dihydropyran-6-one

Details

• Internal ID: 39c3ea0f-b2f4-4592-b39f-7fc9177acc8a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3-[2-(1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl)ethyl]-2,5-dihydropyran-6-one
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC3=CCC(=O)OC3)CCCC2=C)C
• SMILES (Isomeric): CC1CCC2(C(C1(C)CCC3=CCC(=O)OC3)CCCC2=C)C
• InChI: InChI=1S/C21H32O2/c1-15-6-5-7-18-20(15,3)12-10-16(2)21(18,4)13-11-17-8-9-19(22)23-14-17/h8,16,18H,1,5-7,9-14H2,2-4H3
• InChI Key: MXACVEULIRNOHC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₂
• Molecular Weight: 316.50 g/mol
• Exact Mass: 316.240230259 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.44
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	+	0.6684	66.84%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5357	53.57%
OATP2B1 inhibitior	-	0.8630	86.30%
OATP1B1 inhibitior	+	0.8504	85.04%
OATP1B3 inhibitior	+	0.8874	88.74%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7129	71.29%
P-glycoprotein inhibitior	-	0.6615	66.15%
P-glycoprotein substrate	-	0.8252	82.52%
CYP3A4 substrate	+	0.6314	63.14%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.8513	85.13%
CYP3A4 inhibition	-	0.7100	71.00%
CYP2C9 inhibition	-	0.8641	86.41%
CYP2C19 inhibition	-	0.5231	52.31%
CYP2D6 inhibition	-	0.9337	93.37%
CYP1A2 inhibition	-	0.5078	50.78%
CYP2C8 inhibition	-	0.5788	57.88%
CYP inhibitory promiscuity	-	0.8594	85.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5995	59.95%
Eye corrosion	-	0.9770	97.70%
Eye irritation	-	0.5810	58.10%
Skin irritation	-	0.6338	63.38%
Skin corrosion	-	0.9656	96.56%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7913	79.13%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6305	63.05%
skin sensitisation	-	0.6240	62.40%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.6848	68.48%
Acute Oral Toxicity (c)	III	0.7878	78.78%
Estrogen receptor binding	+	0.7454	74.54%
Androgen receptor binding	-	0.5650	56.50%
Thyroid receptor binding	+	0.6623	66.23%
Glucocorticoid receptor binding	+	0.7335	73.35%
Aromatase binding	+	0.6767	67.67%
PPAR gamma	-	0.5126	51.26%
Honey bee toxicity	-	0.8224	82.24%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9930	99.30%

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	93.83%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.82%	91.11%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	91.05%	83.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.86%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.72%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.97%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.38%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.26%	86.33%
CHEMBL4530	P00488	Coagulation factor XIII	80.86%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73194470
• LOTUS: LTS0138458
• wikiData: Q105173937