(3R,3aS,10E,11aS)-3,10-dimethyl-6-methylidene-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-2,7-dione

Details

• Internal ID: 6ea8bbb9-99ac-4b20-babc-e397a137b3fe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3R,3aS,10E,11aS)-3,10-dimethyl-6-methylidene-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-2,7-dione
• InChI: InChI=1S/C15H20O3/c1-9-4-7-13(16)10(2)5-6-12-11(3)15(17)18-14(12)8-9/h8,11-12,14H,2,4-7H2,1,3H3/b9-8+/t11-,12+,14-/m1/s1
• InChI Key: HVYUPLNMGNYFAM-SRQZBIJSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.81
• 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	+	0.9949	99.49%
Caco-2	+	0.8669	86.69%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6086	60.86%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9153	91.53%
OATP1B3 inhibitior	+	0.8945	89.45%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.8377	83.77%
P-glycoprotein inhibitior	-	0.8749	87.49%
P-glycoprotein substrate	-	0.8851	88.51%
CYP3A4 substrate	+	0.5319	53.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8743	87.43%
CYP3A4 inhibition	-	0.7949	79.49%
CYP2C9 inhibition	-	0.9404	94.04%
CYP2C19 inhibition	-	0.8135	81.35%
CYP2D6 inhibition	-	0.9403	94.03%
CYP1A2 inhibition	+	0.7573	75.73%
CYP2C8 inhibition	-	0.9308	93.08%
CYP inhibitory promiscuity	-	0.9273	92.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6277	62.77%
Eye corrosion	-	0.9258	92.58%
Eye irritation	-	0.6454	64.54%
Skin irritation	+	0.5195	51.95%
Skin corrosion	-	0.9030	90.30%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6079	60.79%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.8500	85.00%
skin sensitisation	-	0.5557	55.57%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4945	49.45%
Acute Oral Toxicity (c)	III	0.6303	63.03%
Estrogen receptor binding	+	0.5648	56.48%
Androgen receptor binding	-	0.5673	56.73%
Thyroid receptor binding	-	0.6625	66.25%
Glucocorticoid receptor binding	+	0.5848	58.48%
Aromatase binding	-	0.8168	81.68%
PPAR gamma	-	0.6316	63.16%
Honey bee toxicity	-	0.8406	84.06%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9936	99.36%

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	93.01%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.11%	94.80%
CHEMBL4040	P28482	MAP kinase ERK2	86.59%	83.82%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.30%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.70%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.05%	91.11%
CHEMBL2581	P07339	Cathepsin D	83.84%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.44%	97.25%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.71%	93.04%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.68%	93.40%
CHEMBL1871	P10275	Androgen Receptor	82.62%	96.43%

Plants that contains it

• Artemisia herba-alba

Cross-Links

• PubChem: 162869006
• LOTUS: LTS0034579
• wikiData: Q105034508