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

Details

• Internal ID: 042b1d55-dbcc-4b1c-87d5-307e9788fd72
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3aS,6Z,10E,11aS)-6-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-10-carboxylic acid
• SMILES (Canonical): CC1=CCCC(=CC2C(CC1)C(=C)C(=O)O2)C(=O)O
• SMILES (Isomeric): C/C/1=C/CC/C(=C\[C@H]2[C@@H](CC1)C(=C)C(=O)O2)/C(=O)O
• 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/h4,8,12-13H,2-3,5-7H2,1H3,(H,16,17)/b9-4-,11-8+/t12-,13-/m0/s1
• InChI Key: QGBJYBAYHYMEBA-NHYOXENKSA-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: 1.40
• 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	+	0.9841	98.41%
Caco-2	+	0.6041	60.41%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7187	71.87%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9317	93.17%
OATP1B3 inhibitior	+	0.8979	89.79%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6321	63.21%
BSEP inhibitior	-	0.8944	89.44%
P-glycoprotein inhibitior	-	0.8896	88.96%
P-glycoprotein substrate	-	0.9289	92.89%
CYP3A4 substrate	+	0.5050	50.50%
CYP2C9 substrate	-	0.5914	59.14%
CYP2D6 substrate	-	0.9150	91.50%
CYP3A4 inhibition	-	0.8259	82.59%
CYP2C9 inhibition	-	0.8547	85.47%
CYP2C19 inhibition	-	0.8060	80.60%
CYP2D6 inhibition	-	0.9079	90.79%
CYP1A2 inhibition	+	0.7608	76.08%
CYP2C8 inhibition	-	0.7102	71.02%
CYP inhibitory promiscuity	-	0.9403	94.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6073	60.73%
Eye corrosion	-	0.9434	94.34%
Eye irritation	-	0.5385	53.85%
Skin irritation	+	0.5075	50.75%
Skin corrosion	-	0.9007	90.07%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7727	77.27%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7003	70.03%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.4872	48.72%
Acute Oral Toxicity (c)	III	0.4905	49.05%
Estrogen receptor binding	-	0.8220	82.20%
Androgen receptor binding	+	0.5256	52.56%
Thyroid receptor binding	-	0.6888	68.88%
Glucocorticoid receptor binding	+	0.6215	62.15%
Aromatase binding	-	0.8243	82.43%
PPAR gamma	-	0.5147	51.47%
Honey bee toxicity	-	0.9256	92.56%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9968	99.68%

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	93.38%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.19%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.10%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.11%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.55%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.20%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.70%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.41%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.37%	86.33%

Plants that contains it

• Arctotis revoluta

Cross-Links

• PubChem: 162971727
• LOTUS: LTS0107777
• wikiData: Q105219902