6-Methyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-10-carboxylic acid

Details

• Internal ID: 2a0ef583-7722-48e0-aacb-4679292d033c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 6-methyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-10-carboxylic acid
• SMILES (Canonical): CC1=CCC2C(CC(=CCC1)C(=O)O)OC(=O)C2=C
• SMILES (Isomeric): CC1=CCC2C(CC(=CCC1)C(=O)O)OC(=O)C2=C
• InChI: InChI=1S/C15H18O4/c1-9-4-3-5-11(14(16)17)8-13-12(7-6-9)10(2)15(18)19-13/h5-6,12-13H,2-4,7-8H2,1H3,(H,16,17)
• InChI Key: ZTCKLMZDVQRERE-UHFFFAOYSA-N
• Popularity: 0 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	+	0.9864	98.64%
Caco-2	+	0.6475	64.75%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7507	75.07%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9240	92.40%
OATP1B3 inhibitior	+	0.9123	91.23%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6821	68.21%
BSEP inhibitior	-	0.8942	89.42%
P-glycoprotein inhibitior	-	0.9306	93.06%
P-glycoprotein substrate	-	0.9383	93.83%
CYP3A4 substrate	-	0.5164	51.64%
CYP2C9 substrate	-	0.5914	59.14%
CYP2D6 substrate	-	0.9150	91.50%
CYP3A4 inhibition	-	0.9020	90.20%
CYP2C9 inhibition	-	0.9090	90.90%
CYP2C19 inhibition	-	0.8530	85.30%
CYP2D6 inhibition	-	0.9271	92.71%
CYP1A2 inhibition	+	0.6248	62.48%
CYP2C8 inhibition	-	0.6642	66.42%
CYP inhibitory promiscuity	-	0.9656	96.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6343	63.43%
Eye corrosion	-	0.9391	93.91%
Eye irritation	-	0.5138	51.38%
Skin irritation	-	0.5401	54.01%
Skin corrosion	-	0.9021	90.21%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6681	66.81%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.7331	73.31%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6900	69.00%
Acute Oral Toxicity (c)	III	0.4708	47.08%
Estrogen receptor binding	-	0.8331	83.31%
Androgen receptor binding	-	0.4839	48.39%
Thyroid receptor binding	-	0.7001	70.01%
Glucocorticoid receptor binding	+	0.5434	54.34%
Aromatase binding	-	0.8446	84.46%
PPAR gamma	-	0.5650	56.50%
Honey bee toxicity	-	0.8846	88.46%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7118	71.18%
Fish aquatic toxicity	+	0.9921	99.21%

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	93.62%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.89%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.18%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.25%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.48%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.45%	93.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.08%	93.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.81%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.35%	86.33%

Plants that contains it

• Arctotis arctotoides
• Schkuhria schkuhrioides

Cross-Links

• PubChem: 162993439
• LOTUS: LTS0233860
• wikiData: Q105382845