(5Z,9Z)-3,6,10-trimethyl-7,8-dihydro-4H-cyclodeca[b]furan-11-one

Details

• Internal ID: c583e3b6-db1e-4162-b52b-99fc0fc9ce4a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (5Z,9Z)-3,6,10-trimethyl-7,8-dihydro-4H-cyclodeca[b]furan-11-one
• SMILES (Canonical): CC1=CCC2=C(C(=O)C(=CCC1)C)OC=C2C
• SMILES (Isomeric): C/C/1=C/CC2=C(C(=O)/C(=C\CC1)/C)OC=C2C
• InChI: InChI=1S/C15H18O2/c1-10-5-4-6-11(2)14(16)15-13(8-7-10)12(3)9-17-15/h6-7,9H,4-5,8H2,1-3H3/b10-7-,11-6-
• InChI Key: HPDPXMXGOKJKHX-LXQMTTSMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₂
• Molecular Weight: 230.30 g/mol
• Exact Mass: 230.130679813 g/mol
• Topological Polar Surface Area (TPSA): 30.20 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.00
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	+	0.9056	90.56%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4379	43.79%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9730	97.30%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5195	51.95%
P-glycoprotein inhibitior	-	0.9076	90.76%
P-glycoprotein substrate	-	0.9607	96.07%
CYP3A4 substrate	-	0.5094	50.94%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8228	82.28%
CYP3A4 inhibition	-	0.8522	85.22%
CYP2C9 inhibition	-	0.7488	74.88%
CYP2C19 inhibition	+	0.6124	61.24%
CYP2D6 inhibition	-	0.8908	89.08%
CYP1A2 inhibition	+	0.9161	91.61%
CYP2C8 inhibition	-	0.8899	88.99%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4811	48.11%
Eye corrosion	-	0.9541	95.41%
Eye irritation	+	0.7260	72.60%
Skin irritation	-	0.5461	54.61%
Skin corrosion	-	0.9444	94.44%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4436	44.36%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.7177	71.77%
skin sensitisation	+	0.5961	59.61%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5386	53.86%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5934	59.34%
Acute Oral Toxicity (c)	III	0.4817	48.17%
Estrogen receptor binding	-	0.7678	76.78%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.7239	72.39%
Glucocorticoid receptor binding	-	0.6036	60.36%
Aromatase binding	-	0.5710	57.10%
PPAR gamma	+	0.5834	58.34%
Honey bee toxicity	-	0.9527	95.27%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9856	98.56%

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	95.02%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.86%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.96%	94.73%
CHEMBL2581	P07339	Cathepsin D	87.40%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.08%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.52%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.68%	94.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.04%	93.65%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.32%	90.71%

Plants that contains it

• Asarum caulescens

Cross-Links

• PubChem: 90473733
• LOTUS: LTS0207419
• wikiData: Q105031656