(3aR,5E,7R,9E,11aS)-7-hydroxy-6,10-dimethyl-3-methylidene-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-2-one

Details

• Internal ID: 16049afb-6684-4d04-b8fd-0f2a512e1f7f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3aR,5E,7R,9E,11aS)-7-hydroxy-6,10-dimethyl-3-methylidene-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-2-one
• SMILES (Canonical): CC1=CCC(C(=CCC2C(C1)OC(=O)C2=C)C)O
• SMILES (Isomeric): C/C/1=C\C[C@H](/C(=C/C[C@H]2[C@H](C1)OC(=O)C2=C)/C)O
• InChI: InChI=1S/C15H20O3/c1-9-4-7-13(16)10(2)5-6-12-11(3)15(17)18-14(12)8-9/h4-5,12-14,16H,3,6-8H2,1-2H3/b9-4+,10-5+/t12-,13-,14+/m1/s1
• InChI Key: JOEBJGMBYIYVJI-PWNRVCHISA-N
• Popularity: 0 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): 46.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.8497	84.97%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5372	53.72%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9257	92.57%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9334	93.34%
P-glycoprotein inhibitior	-	0.9341	93.41%
P-glycoprotein substrate	-	0.8964	89.64%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	-	0.8004	80.04%
CYP2C9 inhibition	-	0.9350	93.50%
CYP2C19 inhibition	-	0.8471	84.71%
CYP2D6 inhibition	-	0.9412	94.12%
CYP1A2 inhibition	-	0.6515	65.15%
CYP2C8 inhibition	-	0.8508	85.08%
CYP inhibitory promiscuity	-	0.9186	91.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9217	92.17%
Carcinogenicity (trinary)	Non-required	0.5954	59.54%
Eye corrosion	-	0.9401	94.01%
Eye irritation	-	0.5669	56.69%
Skin irritation	-	0.5388	53.88%
Skin corrosion	-	0.9131	91.31%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6202	62.02%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	-	0.5724	57.24%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6077	60.77%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7278	72.78%
Acute Oral Toxicity (c)	III	0.4832	48.32%
Estrogen receptor binding	-	0.5965	59.65%
Androgen receptor binding	-	0.6399	63.99%
Thyroid receptor binding	-	0.7073	70.73%
Glucocorticoid receptor binding	+	0.5597	55.97%
Aromatase binding	-	0.7322	73.22%
PPAR gamma	-	0.4933	49.33%
Honey bee toxicity	-	0.8468	84.68%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9862	98.62%

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	91.87%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.15%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.08%	93.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.74%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.58%	97.25%
CHEMBL2581	P07339	Cathepsin D	85.40%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.06%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.65%	93.56%

Plants that contains it

• Pegolettia senegalensis

Cross-Links

• PubChem: 162979839
• LOTUS: LTS0112860
• wikiData: Q105132282