(3S,8E,11R,12E,14Z)-heptadeca-1,8,12,14-tetraen-4,6-diyne-3,11-diol

Details

• Internal ID: 1c98aeb1-cc3b-43b4-ac82-2a5745660e72
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: (3S,8E,11R,12E,14Z)-heptadeca-1,8,12,14-tetraen-4,6-diyne-3,11-diol
• SMILES (Canonical): CCC=CC=CC(CC=CC#CC#CC(C=C)O)O
• SMILES (Isomeric): CC/C=C\C=C\[C@@H](C/C=C/C#CC#C[C@H](C=C)O)O
• InChI: InChI=1S/C17H20O2/c1-3-5-6-10-14-17(19)15-12-9-7-8-11-13-16(18)4-2/h4-6,9-10,12,14,16-19H,2-3,15H2,1H3/b6-5-,12-9+,14-10+/t16-,17-/m0/s1
• InChI Key: LMTILNTWHMTNFH-ZRRHQDCHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₂
• Molecular Weight: 256.34 g/mol
• Exact Mass: 256.146329876 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.37
• 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	+	0.9872	98.72%
Caco-2	+	0.5422	54.22%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4462	44.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8612	86.12%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5107	51.07%
P-glycoprotein inhibitior	-	0.8815	88.15%
P-glycoprotein substrate	-	0.7907	79.07%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	-	0.7649	76.49%
CYP3A4 inhibition	-	0.7850	78.50%
CYP2C9 inhibition	-	0.8142	81.42%
CYP2C19 inhibition	-	0.7009	70.09%
CYP2D6 inhibition	-	0.9465	94.65%
CYP1A2 inhibition	-	0.7161	71.61%
CYP2C8 inhibition	-	0.7682	76.82%
CYP inhibitory promiscuity	-	0.7353	73.53%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	+	0.5900	59.00%
Carcinogenicity (trinary)	Non-required	0.6461	64.61%
Eye corrosion	+	0.5508	55.08%
Eye irritation	-	0.9302	93.02%
Skin irritation	+	0.6471	64.71%
Skin corrosion	+	0.8005	80.05%
Ames mutagenesis	-	0.5419	54.19%
Human Ether-a-go-go-Related Gene inhibition	-	0.3815	38.15%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5108	51.08%
skin sensitisation	+	0.8036	80.36%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.9000	90.00%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.6344	63.44%
Acute Oral Toxicity (c)	III	0.5855	58.55%
Estrogen receptor binding	+	0.5654	56.54%
Androgen receptor binding	-	0.6313	63.13%
Thyroid receptor binding	+	0.5782	57.82%
Glucocorticoid receptor binding	-	0.5216	52.16%
Aromatase binding	+	0.6087	60.87%
PPAR gamma	+	0.7006	70.06%
Honey bee toxicity	-	0.7087	70.87%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.6694	66.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.59%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.72%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.93%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.85%	99.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.27%	96.61%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.12%	85.14%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	80.38%	97.34%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.10%	91.11%

Plants that contains it

• Artemisia eriopoda

Cross-Links

• PubChem: 162849256
• LOTUS: LTS0079588
• wikiData: Q105154135