[(4S,6E,10S)-10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl] acetate

Details

• Internal ID: 0a9d670b-60aa-496a-9c66-953828623aae
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(4S,6E,10S)-10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl] acetate
• SMILES (Canonical): CC(=CC(CC(=CCCC(C)(C=C)O)C)OC(=O)C)C
• SMILES (Isomeric): CC(=C[C@H](C/C(=C/CC[C@@](C)(C=C)O)/C)OC(=O)C)C
• InChI: InChI=1S/C17H28O3/c1-7-17(6,19)10-8-9-14(4)12-16(11-13(2)3)20-15(5)18/h7,9,11,16,19H,1,8,10,12H2,2-6H3/b14-9+/t16-,17-/m1/s1
• InChI Key: NPEPFIZZFKCFTL-RNWFHBDKSA-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	+	0.9903	99.03%
Caco-2	+	0.6950	69.50%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7542	75.42%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.9169	91.69%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6456	64.56%
P-glycoprotein inhibitior	-	0.8897	88.97%
P-glycoprotein substrate	-	0.8788	87.88%
CYP3A4 substrate	+	0.5790	57.90%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8754	87.54%
CYP3A4 inhibition	-	0.7701	77.01%
CYP2C9 inhibition	-	0.7292	72.92%
CYP2C19 inhibition	-	0.8253	82.53%
CYP2D6 inhibition	-	0.9471	94.71%
CYP1A2 inhibition	-	0.7448	74.48%
CYP2C8 inhibition	-	0.6718	67.18%
CYP inhibitory promiscuity	-	0.9106	91.06%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6415	64.15%
Carcinogenicity (trinary)	Non-required	0.6312	63.12%
Eye corrosion	-	0.8142	81.42%
Eye irritation	+	0.8757	87.57%
Skin irritation	+	0.6849	68.49%
Skin corrosion	-	0.9802	98.02%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5878	58.78%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6093	60.93%
skin sensitisation	+	0.7553	75.53%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	-	0.7806	78.06%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.7036	70.36%
Acute Oral Toxicity (c)	III	0.7335	73.35%
Estrogen receptor binding	-	0.7969	79.69%
Androgen receptor binding	-	0.6915	69.15%
Thyroid receptor binding	-	0.6846	68.46%
Glucocorticoid receptor binding	-	0.5651	56.51%
Aromatase binding	-	0.6540	65.40%
PPAR gamma	+	0.5691	56.91%
Honey bee toxicity	-	0.6310	63.10%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9823	98.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.30%	98.95%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	93.15%	90.93%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	93.12%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.33%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.34%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.01%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	87.49%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.45%	85.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.16%	93.56%

Plants that contains it

• Lycium bridgesii

Cross-Links

• PubChem: 163189152
• LOTUS: LTS0090330
• wikiData: Q105183000