[(3R,5S,6E)-3-hydroxy-3,7,11-trimethyldodeca-1,6,10-trien-5-yl] acetate

Details

• Internal ID: 116f0d01-bc85-4b9f-9f81-ec1881a3393b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(3R,5S,6E)-3-hydroxy-3,7,11-trimethyldodeca-1,6,10-trien-5-yl] acetate
• SMILES (Canonical): CC(=CCCC(=CC(CC(C)(C=C)O)OC(=O)C)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/[C@H](C[C@](C)(C=C)O)OC(=O)C)/C)C
• InChI: InChI=1S/C17H28O3/c1-7-17(6,19)12-16(20-15(5)18)11-14(4)10-8-9-13(2)3/h7,9,11,16,19H,1,8,10,12H2,2-6H3/b14-11+/t16-,17+/m1/s1
• InChI Key: IOYFHYVFUVDQFC-RVSUXWIQSA-N
• Popularity: 0 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: 4.00
• Atomic LogP (AlogP): 3.94
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9866	98.66%
Caco-2	+	0.7469	74.69%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6520	65.20%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.9148	91.48%
OATP1B3 inhibitior	+	0.9151	91.51%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6104	61.04%
P-glycoprotein inhibitior	-	0.8594	85.94%
P-glycoprotein substrate	-	0.9123	91.23%
CYP3A4 substrate	+	0.5494	54.94%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8754	87.54%
CYP3A4 inhibition	-	0.8336	83.36%
CYP2C9 inhibition	-	0.7736	77.36%
CYP2C19 inhibition	-	0.7630	76.30%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	-	0.7824	78.24%
CYP2C8 inhibition	-	0.8025	80.25%
CYP inhibitory promiscuity	-	0.9234	92.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.5115	51.15%
Carcinogenicity (trinary)	Non-required	0.6106	61.06%
Eye corrosion	-	0.7903	79.03%
Eye irritation	+	0.6933	69.33%
Skin irritation	+	0.7983	79.83%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.6251	62.51%
Human Ether-a-go-go-Related Gene inhibition	-	0.5713	57.13%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5218	52.18%
skin sensitisation	+	0.7204	72.04%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	-	0.8309	83.09%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	+	0.5772	57.72%
Acute Oral Toxicity (c)	III	0.7123	71.23%
Estrogen receptor binding	-	0.8025	80.25%
Androgen receptor binding	-	0.6854	68.54%
Thyroid receptor binding	-	0.6425	64.25%
Glucocorticoid receptor binding	-	0.5709	57.09%
Aromatase binding	-	0.6489	64.89%
PPAR gamma	-	0.5685	56.85%
Honey bee toxicity	-	0.7109	71.09%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9361	93.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.75%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.11%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.46%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	90.62%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.59%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.98%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.98%	96.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.61%	90.93%
CHEMBL340	P08684	Cytochrome P450 3A4	82.46%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.00%	85.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.89%	93.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.04%	100.00%

Plants that contains it

• Geigeria plumosa
• Stemona parviflora

Cross-Links

• PubChem: 162906665
• LOTUS: LTS0041123
• wikiData: Q105281030