[(1S,2R,3E,5S,8E)-2-hydroxy-2,8-dimethyl-5-propan-2-ylcyclodeca-3,8-dien-1-yl] acetate

Details

• Internal ID: 676621d3-53ad-401b-951d-b6224714ac4c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: [(1S,2R,3E,5S,8E)-2-hydroxy-2,8-dimethyl-5-propan-2-ylcyclodeca-3,8-dien-1-yl] acetate
• SMILES (Canonical): CC1=CCC(C(C=CC(CC1)C(C)C)(C)O)OC(=O)C
• SMILES (Isomeric): C/C/1=C\C[C@@H]([C@](/C=C/[C@@H](CC1)C(C)C)(C)O)OC(=O)C
• InChI: InChI=1S/C17H28O3/c1-12(2)15-8-6-13(3)7-9-16(20-14(4)18)17(5,19)11-10-15/h7,10-12,15-16,19H,6,8-9H2,1-5H3/b11-10+,13-7+/t15-,16+,17-/m1/s1
• InChI Key: OWKZNKYCLMOXMD-NSAQLKKUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₃
• Molecular Weight: 280.40 g/mol
• Exact Mass: 280.20384475 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.8010	80.10%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8562	85.62%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9287	92.87%
OATP1B3 inhibitior	+	0.9567	95.67%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5576	55.76%
P-glycoprotein inhibitior	-	0.8869	88.69%
P-glycoprotein substrate	-	0.8505	85.05%
CYP3A4 substrate	+	0.6068	60.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8860	88.60%
CYP3A4 inhibition	-	0.7942	79.42%
CYP2C9 inhibition	-	0.7900	79.00%
CYP2C19 inhibition	-	0.7869	78.69%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.7731	77.31%
CYP2C8 inhibition	-	0.7692	76.92%
CYP inhibitory promiscuity	-	0.9517	95.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8671	86.71%
Carcinogenicity (trinary)	Non-required	0.5557	55.57%
Eye corrosion	-	0.9761	97.61%
Eye irritation	-	0.9082	90.82%
Skin irritation	+	0.5426	54.26%
Skin corrosion	-	0.9774	97.74%
Ames mutagenesis	-	0.7670	76.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3761	37.61%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5639	56.39%
skin sensitisation	+	0.6689	66.89%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.4626	46.26%
Acute Oral Toxicity (c)	III	0.5934	59.34%
Estrogen receptor binding	+	0.5292	52.92%
Androgen receptor binding	-	0.7069	70.69%
Thyroid receptor binding	+	0.5724	57.24%
Glucocorticoid receptor binding	+	0.6411	64.11%
Aromatase binding	-	0.7488	74.88%
PPAR gamma	+	0.6872	68.72%
Honey bee toxicity	-	0.8426	84.26%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9838	98.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.16%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.67%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.70%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.83%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.79%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.43%	93.56%
CHEMBL2581	P07339	Cathepsin D	85.28%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.07%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	84.45%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.92%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.98%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.43%	95.89%

Plants that contains it

• Pallenis spinosa

Cross-Links

• PubChem: 14219404
• LOTUS: LTS0036117
• wikiData: Q105202069