(3S,8E,10S)-heptadeca-1,8,16-trien-4,6-diyne-3,10-diol

Details

• Internal ID: 1fefd811-6ee4-4e0c-a1ca-8e8f8d9d03ca
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: (3S,8E,10S)-heptadeca-1,8,16-trien-4,6-diyne-3,10-diol
• SMILES (Canonical): C=CCCCCCC(C=CC#CC#CC(C=C)O)O
• SMILES (Isomeric): C=CCCCCC[C@@H](/C=C/C#CC#C[C@H](C=C)O)O
• InChI: InChI=1S/C17H22O2/c1-3-5-6-7-11-14-17(19)15-12-9-8-10-13-16(18)4-2/h3-4,12,15-19H,1-2,5-7,11,14H2/b15-12+/t16-,17-/m0/s1
• InChI Key: OVQWXPMFKIYGRC-LHGWUTHLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₂
• Molecular Weight: 258.35 g/mol
• Exact Mass: 258.161979940 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9633	96.33%
Caco-2	-	0.6284	62.84%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5902	59.02%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9215	92.15%
OATP1B3 inhibitior	+	0.9362	93.62%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9366	93.66%
P-glycoprotein inhibitior	-	0.9271	92.71%
P-glycoprotein substrate	-	0.8229	82.29%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6095	60.95%
CYP2D6 substrate	-	0.7375	73.75%
CYP3A4 inhibition	-	0.8620	86.20%
CYP2C9 inhibition	-	0.7597	75.97%
CYP2C19 inhibition	-	0.8508	85.08%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	-	0.5460	54.60%
CYP2C8 inhibition	-	0.8046	80.46%
CYP inhibitory promiscuity	-	0.7496	74.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5900	59.00%
Carcinogenicity (trinary)	Non-required	0.6307	63.07%
Eye corrosion	+	0.7519	75.19%
Eye irritation	-	0.9040	90.40%
Skin irritation	+	0.4893	48.93%
Skin corrosion	-	0.7168	71.68%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4044	40.44%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6091	60.91%
skin sensitisation	+	0.7626	76.26%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.9622	96.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.4561	45.61%
Acute Oral Toxicity (c)	III	0.5180	51.80%
Estrogen receptor binding	-	0.5223	52.23%
Androgen receptor binding	-	0.8655	86.55%
Thyroid receptor binding	+	0.5199	51.99%
Glucocorticoid receptor binding	+	0.7653	76.53%
Aromatase binding	-	0.4915	49.15%
PPAR gamma	+	0.7390	73.90%
Honey bee toxicity	-	0.6962	69.62%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5076	50.76%
Fish aquatic toxicity	-	0.4079	40.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1829	O15379	Histone deacetylase 3	96.15%	95.00%
CHEMBL325	Q13547	Histone deacetylase 1	94.63%	95.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.47%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.98%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	89.58%	94.75%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.12%	95.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.85%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.47%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.82%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.35%	97.29%
CHEMBL221	P23219	Cyclooxygenase-1	84.14%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	83.76%	83.82%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	82.02%	85.94%

Plants that contains it

• Tridax procumbens

Cross-Links

• PubChem: 163030311
• LOTUS: LTS0162928
• wikiData: Q105201029