(3R,8S,9Z)-pentadeca-1,9,14-trien-4,6-diyne-3,8-diol

Details

• Internal ID: 13430ddc-447c-48dc-bbe3-9b69435b77d4
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: (3R,8S,9Z)-pentadeca-1,9,14-trien-4,6-diyne-3,8-diol
• SMILES (Canonical): C=CCCCC=CC(C#CC#CC(C=C)O)O
• SMILES (Isomeric): C=CCCC/C=C\[C@@H](C#CC#C[C@@H](C=C)O)O
• InChI: InChI=1S/C15H18O2/c1-3-5-6-7-8-12-15(17)13-10-9-11-14(16)4-2/h3-4,8,12,14-17H,1-2,5-7H2/b12-8-/t14-,15+/m1/s1
• InChI Key: UUSIZIHJVGSKEU-DHDOUQCBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₂
• Molecular Weight: 230.30 g/mol
• Exact Mass: 230.130679813 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9430	94.30%
Caco-2	-	0.6616	66.16%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5123	51.23%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8802	88.02%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9060	90.60%
P-glycoprotein inhibitior	-	0.9371	93.71%
P-glycoprotein substrate	-	0.9084	90.84%
CYP3A4 substrate	-	0.5819	58.19%
CYP2C9 substrate	-	0.8004	80.04%
CYP2D6 substrate	-	0.7210	72.10%
CYP3A4 inhibition	-	0.7782	77.82%
CYP2C9 inhibition	-	0.7725	77.25%
CYP2C19 inhibition	-	0.7716	77.16%
CYP2D6 inhibition	-	0.9446	94.46%
CYP1A2 inhibition	-	0.6861	68.61%
CYP2C8 inhibition	-	0.8686	86.86%
CYP inhibitory promiscuity	-	0.5748	57.48%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	+	0.5100	51.00%
Carcinogenicity (trinary)	Non-required	0.5582	55.82%
Eye corrosion	+	0.9082	90.82%
Eye irritation	-	0.7333	73.33%
Skin irritation	+	0.7089	70.89%
Skin corrosion	+	0.9020	90.20%
Ames mutagenesis	-	0.6183	61.83%
Human Ether-a-go-go-Related Gene inhibition	-	0.5407	54.07%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5716	57.16%
skin sensitisation	+	0.7301	73.01%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.8889	88.89%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.5352	53.52%
Acute Oral Toxicity (c)	III	0.4397	43.97%
Estrogen receptor binding	-	0.5343	53.43%
Androgen receptor binding	-	0.8214	82.14%
Thyroid receptor binding	+	0.6228	62.28%
Glucocorticoid receptor binding	+	0.7351	73.51%
Aromatase binding	+	0.5961	59.61%
PPAR gamma	+	0.6759	67.59%
Honey bee toxicity	-	0.6604	66.04%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.6114	61.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.01%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	86.50%	94.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.20%	99.17%
CHEMBL1829	O15379	Histone deacetylase 3	84.79%	95.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.74%	96.09%
CHEMBL2581	P07339	Cathepsin D	80.38%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	80.36%	98.35%

Plants that contains it

• Helianthus annuus

Cross-Links

• PubChem: 162658702
• LOTUS: LTS0190207
• wikiData: Q105279561