[(3S,6E,8S,10E,14S)-2,3,14-trihydroxy-2,6,10,14-tetramethylhexadeca-6,10,15-trien-8-yl] acetate

Details

• Internal ID: 0a6ca77e-49ec-40c0-b84d-4f76842ccf63
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(3S,6E,8S,10E,14S)-2,3,14-trihydroxy-2,6,10,14-tetramethylhexadeca-6,10,15-trien-8-yl] acetate
• InChI: InChI=1S/C22H38O5/c1-8-22(7,26)13-9-10-16(2)14-19(27-18(4)23)15-17(3)11-12-20(24)21(5,6)25/h8,10,15,19-20,24-26H,1,9,11-14H2,2-7H3/b16-10+,17-15+/t19-,20-,22+/m0/s1
• InChI Key: GELWQVJWIXTYEW-FSWKGRQUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₈O₅
• Molecular Weight: 382.50 g/mol
• Exact Mass: 382.27192431 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.83
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9358	93.58%
Caco-2	+	0.5100	51.00%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7526	75.26%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8971	89.71%
OATP1B3 inhibitior	+	0.9099	90.99%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4896	48.96%
P-glycoprotein inhibitior	-	0.6873	68.73%
P-glycoprotein substrate	-	0.7225	72.25%
CYP3A4 substrate	+	0.6311	63.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8656	86.56%
CYP3A4 inhibition	-	0.7701	77.01%
CYP2C9 inhibition	-	0.7145	71.45%
CYP2C19 inhibition	-	0.7662	76.62%
CYP2D6 inhibition	-	0.9298	92.98%
CYP1A2 inhibition	-	0.6970	69.70%
CYP2C8 inhibition	-	0.6163	61.63%
CYP inhibitory promiscuity	-	0.9165	91.65%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.7224	72.24%
Eye corrosion	-	0.9427	94.27%
Eye irritation	-	0.8447	84.47%
Skin irritation	-	0.5171	51.71%
Skin corrosion	-	0.9805	98.05%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5648	56.48%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	+	0.5883	58.83%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	-	0.6970	69.70%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.7085	70.85%
Acute Oral Toxicity (c)	III	0.5304	53.04%
Estrogen receptor binding	-	0.5571	55.71%
Androgen receptor binding	-	0.6164	61.64%
Thyroid receptor binding	+	0.5809	58.09%
Glucocorticoid receptor binding	+	0.6612	66.12%
Aromatase binding	+	0.5381	53.81%
PPAR gamma	+	0.7127	71.27%
Honey bee toxicity	-	0.6645	66.45%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9862	98.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.87%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	94.48%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.45%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.82%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.20%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.72%	96.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.24%	85.14%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.45%	90.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.89%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.46%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.77%	96.47%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.69%	100.00%

Plants that contains it

• Geigeria burkei

Cross-Links

• PubChem: 163020730
• LOTUS: LTS0088548
• wikiData: Q105007225