[(1S,3E,7E,9S,10S)-9-hydroxy-3,7-dimethyl-10-propan-2-ylcyclodeca-3,7-dien-1-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: 665a5f44-64ea-4ed7-bb01-ad22d5be4dc7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: [(1S,3E,7E,9S,10S)-9-hydroxy-3,7-dimethyl-10-propan-2-ylcyclodeca-3,7-dien-1-yl] (E)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H32O3/c1-7-16(6)20(22)23-18-12-15(5)10-8-9-14(4)11-17(21)19(18)13(2)3/h7,10-11,13,17-19,21H,8-9,12H2,1-6H3/b14-11+,15-10+,16-7+/t17-,18-,19-/m0/s1
• InChI Key: PKQHNSVYCSSAAW-YSQQQJHASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.57
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9918	99.18%
Caco-2	+	0.9040	90.40%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8133	81.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9355	93.55%
OATP1B3 inhibitior	+	0.9429	94.29%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.6063	60.63%
P-glycoprotein inhibitior	-	0.6210	62.10%
P-glycoprotein substrate	-	0.8204	82.04%
CYP3A4 substrate	+	0.5567	55.67%
CYP2C9 substrate	+	0.5928	59.28%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.7891	78.91%
CYP2C9 inhibition	-	0.7822	78.22%
CYP2C19 inhibition	-	0.6601	66.01%
CYP2D6 inhibition	-	0.9300	93.00%
CYP1A2 inhibition	-	0.5529	55.29%
CYP2C8 inhibition	-	0.8580	85.80%
CYP inhibitory promiscuity	-	0.8930	89.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8771	87.71%
Carcinogenicity (trinary)	Non-required	0.5999	59.99%
Eye corrosion	-	0.9500	95.00%
Eye irritation	-	0.9511	95.11%
Skin irritation	+	0.5167	51.67%
Skin corrosion	-	0.9736	97.36%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9057	90.57%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	+	0.4835	48.35%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5804	58.04%
Acute Oral Toxicity (c)	III	0.4939	49.39%
Estrogen receptor binding	-	0.6842	68.42%
Androgen receptor binding	-	0.7017	70.17%
Thyroid receptor binding	+	0.6120	61.20%
Glucocorticoid receptor binding	-	0.4848	48.48%
Aromatase binding	-	0.5690	56.90%
PPAR gamma	-	0.6384	63.84%
Honey bee toxicity	-	0.6973	69.73%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5806	58.06%
Fish aquatic toxicity	+	0.9865	98.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.64%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.40%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.21%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.10%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.70%	95.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.38%	98.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.52%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.62%	93.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.12%	97.21%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.34%	96.47%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.24%	97.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.10%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.90%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.08%	94.73%

Plants that contains it

• Dolichorrhiza persica

Cross-Links

• PubChem: 14866145
• LOTUS: LTS0035229
• wikiData: Q105210562