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

Details

• Internal ID: 47ee1912-b305-437b-b893-658c9f5152c0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3aR,5E,9E,11aS)-10-methyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-carboxylic acid
• InChI: InChI=1S/C15H18O4/c1-9-4-3-5-11(14(16)17)6-7-12-10(2)15(18)19-13(12)8-9/h4,6,12-13H,2-3,5,7-8H2,1H3,(H,16,17)/b9-4+,11-6+/t12-,13+/m1/s1
• InChI Key: UIAYRXSCFGVWFN-BZKJZYAESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	+	0.6211	62.11%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7480	74.80%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9224	92.24%
OATP1B3 inhibitior	+	0.8925	89.25%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6321	63.21%
BSEP inhibitior	-	0.8828	88.28%
P-glycoprotein inhibitior	-	0.9463	94.63%
P-glycoprotein substrate	-	0.9418	94.18%
CYP3A4 substrate	-	0.5282	52.82%
CYP2C9 substrate	-	0.5914	59.14%
CYP2D6 substrate	-	0.9150	91.50%
CYP3A4 inhibition	-	0.8483	84.83%
CYP2C9 inhibition	-	0.9118	91.18%
CYP2C19 inhibition	-	0.8437	84.37%
CYP2D6 inhibition	-	0.9339	93.39%
CYP1A2 inhibition	+	0.6890	68.90%
CYP2C8 inhibition	-	0.7274	72.74%
CYP inhibitory promiscuity	-	0.9648	96.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6262	62.62%
Eye corrosion	-	0.9590	95.90%
Eye irritation	+	0.5267	52.67%
Skin irritation	+	0.5143	51.43%
Skin corrosion	-	0.8957	89.57%
Ames mutagenesis	-	0.6491	64.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.6601	66.01%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.7213	72.13%
skin sensitisation	-	0.7428	74.28%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7394	73.94%
Acute Oral Toxicity (c)	III	0.4765	47.65%
Estrogen receptor binding	-	0.5475	54.75%
Androgen receptor binding	-	0.4860	48.60%
Thyroid receptor binding	-	0.7130	71.30%
Glucocorticoid receptor binding	+	0.5535	55.35%
Aromatase binding	-	0.7752	77.52%
PPAR gamma	-	0.5545	55.45%
Honey bee toxicity	-	0.8955	89.55%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9931	99.31%

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	93.86%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.62%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.08%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.58%	97.25%
CHEMBL2581	P07339	Cathepsin D	84.20%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.24%	93.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.52%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.05%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.04%	93.00%
CHEMBL4208	P20618	Proteasome component C5	81.07%	90.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.79%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.17%	89.00%

Plants that contains it

• Cyrtocymura scorpioides

Cross-Links

• PubChem: 14466200
• LOTUS: LTS0001448
• wikiData: Q105273212