(3aR,5E,11aS)-6-methyl-3,10-dimethylidene-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-2,9-dione

Details

• Internal ID: 02ce924f-df69-48cd-9365-2d6b92eaa07f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3aR,5E,11aS)-6-methyl-3,10-dimethylidene-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-2,9-dione
• SMILES (Canonical): CC1=CCC2C(CC(=C)C(=O)CC1)OC(=O)C2=C
• SMILES (Isomeric): C/C/1=C\C[C@H]2[C@H](CC(=C)C(=O)CC1)OC(=O)C2=C
• InChI: InChI=1S/C15H18O3/c1-9-4-6-12-11(3)15(17)18-14(12)8-10(2)13(16)7-5-9/h4,12,14H,2-3,5-8H2,1H3/b9-4+/t12-,14+/m1/s1
• InChI Key: USQSHXAIPZHJMS-FBSVMCMJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 3
• 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	+	0.9967	99.67%
Caco-2	+	0.7313	73.13%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5843	58.43%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.9239	92.39%
OATP1B3 inhibitior	+	0.9254	92.54%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8876	88.76%
P-glycoprotein inhibitior	-	0.9070	90.70%
P-glycoprotein substrate	-	0.9200	92.00%
CYP3A4 substrate	+	0.5054	50.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8743	87.43%
CYP3A4 inhibition	-	0.9040	90.40%
CYP2C9 inhibition	-	0.9304	93.04%
CYP2C19 inhibition	-	0.7429	74.29%
CYP2D6 inhibition	-	0.9378	93.78%
CYP1A2 inhibition	+	0.7274	72.74%
CYP2C8 inhibition	-	0.7600	76.00%
CYP inhibitory promiscuity	-	0.9262	92.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6080	60.80%
Eye corrosion	-	0.8311	83.11%
Eye irritation	+	0.7565	75.65%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9026	90.26%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4309	43.09%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.5467	54.67%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.8605	86.05%
Acute Oral Toxicity (c)	III	0.6334	63.34%
Estrogen receptor binding	-	0.7139	71.39%
Androgen receptor binding	-	0.5091	50.91%
Thyroid receptor binding	-	0.6992	69.92%
Glucocorticoid receptor binding	+	0.5451	54.51%
Aromatase binding	-	0.8217	82.17%
PPAR gamma	-	0.6842	68.42%
Honey bee toxicity	-	0.8257	82.57%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9916	99.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.04%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.13%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.77%	91.11%
CHEMBL2581	P07339	Cathepsin D	85.59%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.77%	99.23%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.03%	96.00%

Plants that contains it

• Calea szyszylowiczii

Cross-Links

• PubChem: 162896835
• LOTUS: LTS0235497
• wikiData: Q105278431