(9E)-3,10-dimethyl-6-methylidene-7,8-dihydrocyclodeca[b]furan-4,11-dione

Details

• Internal ID: a8eae585-86df-4b5a-967f-22abba29a4ec
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (9E)-3,10-dimethyl-6-methylidene-7,8-dihydrocyclodeca[b]furan-4,11-dione
• SMILES (Canonical): CC1=CCCC(=C)CC(=O)C2=C(C1=O)OC=C2C
• SMILES (Isomeric): C/C/1=C\CCC(=C)CC(=O)C2=C(C1=O)OC=C2C
• InChI: InChI=1S/C15H16O3/c1-9-5-4-6-10(2)14(17)15-13(12(16)7-9)11(3)8-18-15/h6,8H,1,4-5,7H2,2-3H3/b10-6+
• InChI Key: KELZYRMOEAISJM-UXBLZVDNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 47.30 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.64
• 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	+	0.9953	99.53%
Caco-2	+	0.8135	81.35%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6652	66.52%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.9342	93.42%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6189	61.89%
P-glycoprotein inhibitior	-	0.8742	87.42%
P-glycoprotein substrate	-	0.9384	93.84%
CYP3A4 substrate	-	0.5057	50.57%
CYP2C9 substrate	-	0.6133	61.33%
CYP2D6 substrate	-	0.8467	84.67%
CYP3A4 inhibition	-	0.8551	85.51%
CYP2C9 inhibition	-	0.7498	74.98%
CYP2C19 inhibition	-	0.6101	61.01%
CYP2D6 inhibition	-	0.9058	90.58%
CYP1A2 inhibition	+	0.8606	86.06%
CYP2C8 inhibition	-	0.7756	77.56%
CYP inhibitory promiscuity	-	0.7152	71.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5754	57.54%
Eye corrosion	-	0.9409	94.09%
Eye irritation	-	0.6340	63.40%
Skin irritation	-	0.5797	57.97%
Skin corrosion	-	0.8694	86.94%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4900	49.00%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.5710	57.10%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5527	55.27%
Acute Oral Toxicity (c)	III	0.4968	49.68%
Estrogen receptor binding	-	0.7601	76.01%
Androgen receptor binding	-	0.5406	54.06%
Thyroid receptor binding	-	0.7328	73.28%
Glucocorticoid receptor binding	-	0.6032	60.32%
Aromatase binding	-	0.6086	60.86%
PPAR gamma	+	0.6106	61.06%
Honey bee toxicity	-	0.8541	85.41%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9697	96.97%

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	94.30%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.48%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.85%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.60%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.55%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.38%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.56%	90.71%

Plants that contains it

• Chloranthus serratus

Cross-Links

• PubChem: 102279302
• LOTUS: LTS0031587
• wikiData: Q105140039