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

Details

• Internal ID: 247e563d-9227-4b23-82c8-0268866befdd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3aR,9E,11aS)-10-methyl-3,6-dimethylidene-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-2,5-dione
• SMILES (Canonical): CC1=CCCC(=C)C(=O)CC2C(C1)OC(=O)C2=C
• SMILES (Isomeric): C/C/1=C\CCC(=C)C(=O)C[C@H]2[C@H](C1)OC(=O)C2=C
• InChI: InChI=1S/C15H18O3/c1-9-5-4-6-10(2)13(16)8-12-11(3)15(17)18-14(12)7-9/h5,12,14H,2-4,6-8H2,1H3/b9-5+/t12-,14+/m1/s1
• InChI Key: KYCKEGJVFFKZTR-QOHHBZBFSA-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	+	0.9959	99.59%
Caco-2	+	0.7502	75.02%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5815	58.15%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9331	93.31%
OATP1B3 inhibitior	+	0.9115	91.15%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.8756	87.56%
P-glycoprotein inhibitior	-	0.9031	90.31%
P-glycoprotein substrate	-	0.9380	93.80%
CYP3A4 substrate	-	0.5103	51.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8743	87.43%
CYP3A4 inhibition	-	0.8782	87.82%
CYP2C9 inhibition	-	0.9342	93.42%
CYP2C19 inhibition	-	0.7194	71.94%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	+	0.7936	79.36%
CYP2C8 inhibition	-	0.7514	75.14%
CYP inhibitory promiscuity	-	0.9297	92.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6004	60.04%
Eye corrosion	-	0.8903	89.03%
Eye irritation	-	0.5353	53.53%
Skin irritation	+	0.5700	57.00%
Skin corrosion	-	0.8918	89.18%
Ames mutagenesis	-	0.6591	65.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.4201	42.01%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.5743	57.43%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7912	79.12%
Acute Oral Toxicity (c)	III	0.6195	61.95%
Estrogen receptor binding	-	0.7071	70.71%
Androgen receptor binding	-	0.5391	53.91%
Thyroid receptor binding	-	0.7019	70.19%
Glucocorticoid receptor binding	+	0.5623	56.23%
Aromatase binding	-	0.7320	73.20%
PPAR gamma	-	0.5640	56.40%
Honey bee toxicity	-	0.7416	74.16%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9926	99.26%

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	93.68%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.03%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.25%	91.11%
CHEMBL2581	P07339	Cathepsin D	85.54%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.70%	97.09%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.42%	96.00%

Plants that contains it

• Calea szyszylowiczii

Cross-Links

• PubChem: 162962723
• LOTUS: LTS0270541
• wikiData: Q105147645