1-[(E)-6,10-dimethyl-9-methylideneundec-5-en-2-yl]-4-methyl-2,3-dioxabicyclo[2.2.2]oct-5-ene

Details

• Internal ID: 18c6aef4-33aa-45d1-a608-de0a29261554
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 1-[(E)-6,10-dimethyl-9-methylideneundec-5-en-2-yl]-4-methyl-2,3-dioxabicyclo[2.2.2]oct-5-ene
• SMILES (Canonical): CC(C)C(=C)CCC(=CCCC(C)C12CCC(C=C1)(OO2)C)C
• SMILES (Isomeric): CC(C)C(=C)CC/C(=C/CCC(C)C12CCC(C=C1)(OO2)C)/C
• InChI: InChI=1S/C21H34O2/c1-16(2)18(4)11-10-17(3)8-7-9-19(5)21-14-12-20(6,13-15-21)22-23-21/h8,12,14,16,19H,4,7,9-11,13,15H2,1-3,5-6H3/b17-8+
• InChI Key: GOKPAHZNOALISE-CAOOACKPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₂
• Molecular Weight: 318.50 g/mol
• Exact Mass: 318.255880323 g/mol
• Topological Polar Surface Area (TPSA): 18.50 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 6.15
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	+	0.5607	56.07%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.3571	35.71%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8832	88.32%
OATP1B3 inhibitior	+	0.8968	89.68%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8157	81.57%
P-glycoprotein inhibitior	-	0.6981	69.81%
P-glycoprotein substrate	-	0.7240	72.40%
CYP3A4 substrate	+	0.5859	58.59%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.7559	75.59%
CYP3A4 inhibition	-	0.7168	71.68%
CYP2C9 inhibition	-	0.7068	70.68%
CYP2C19 inhibition	-	0.5535	55.35%
CYP2D6 inhibition	-	0.9135	91.35%
CYP1A2 inhibition	-	0.6107	61.07%
CYP2C8 inhibition	-	0.7726	77.26%
CYP inhibitory promiscuity	-	0.7493	74.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6247	62.47%
Eye corrosion	-	0.9472	94.72%
Eye irritation	-	0.8853	88.53%
Skin irritation	-	0.6781	67.81%
Skin corrosion	-	0.9523	95.23%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4158	41.58%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5270	52.70%
skin sensitisation	+	0.6055	60.55%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.5921	59.21%
Acute Oral Toxicity (c)	III	0.6212	62.12%
Estrogen receptor binding	-	0.5940	59.40%
Androgen receptor binding	-	0.5177	51.77%
Thyroid receptor binding	+	0.7494	74.94%
Glucocorticoid receptor binding	+	0.7202	72.02%
Aromatase binding	-	0.5459	54.59%
PPAR gamma	+	0.5468	54.68%
Honey bee toxicity	-	0.8081	80.81%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9624	96.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.94%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.43%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.10%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	90.71%	94.75%
CHEMBL325	Q13547	Histone deacetylase 1	90.56%	95.92%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.88%	96.47%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.01%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	85.35%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	85.16%	94.73%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.78%	98.75%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.55%	89.05%
CHEMBL2581	P07339	Cathepsin D	80.93%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.22%	90.71%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.15%	95.71%

Plants that contains it

• Artemisia arborescens

Cross-Links

• PubChem: 102066406
• LOTUS: LTS0021714
• wikiData: Q105014120