5-[(12S)-12-hydroxyheptadeca-8,14-dienyl]benzene-1,3-diol

Details

• Internal ID: 9d289552-fd49-42a7-ab78-60ddf34e6648
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: 5-[(12S)-12-hydroxyheptadeca-8,14-dienyl]benzene-1,3-diol
• InChI: InChI=1S/C23H36O3/c1-2-3-11-15-21(24)16-13-10-8-6-4-5-7-9-12-14-20-17-22(25)19-23(26)18-20/h3,8,10-11,17-19,21,24-26H,2,4-7,9,12-16H2,1H3/t21-/m1/s1
• InChI Key: VWQPNCPIVYGVMV-OAQYLSRUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₆O₃
• Molecular Weight: 360.50 g/mol
• Exact Mass: 360.26644501 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 6.03
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	-	0.6224	62.24%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7855	78.55%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.7921	79.21%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9338	93.38%
BSEP inhibitior	+	0.7438	74.38%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6601	66.01%
CYP3A4 substrate	+	0.5256	52.56%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.3608	36.08%
CYP3A4 inhibition	+	0.6713	67.13%
CYP2C9 inhibition	-	0.7593	75.93%
CYP2C19 inhibition	-	0.6373	63.73%
CYP2D6 inhibition	-	0.8678	86.78%
CYP1A2 inhibition	-	0.6713	67.13%
CYP2C8 inhibition	-	0.6088	60.88%
CYP inhibitory promiscuity	+	0.5170	51.70%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8311	83.11%
Carcinogenicity (trinary)	Non-required	0.6229	62.29%
Eye corrosion	-	0.9258	92.58%
Eye irritation	-	0.7348	73.48%
Skin irritation	+	0.5194	51.94%
Skin corrosion	-	0.7869	78.69%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8324	83.24%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	+	0.6124	61.24%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8764	87.64%
Acute Oral Toxicity (c)	III	0.7393	73.93%
Estrogen receptor binding	+	0.9020	90.20%
Androgen receptor binding	+	0.5200	52.00%
Thyroid receptor binding	+	0.6974	69.74%
Glucocorticoid receptor binding	+	0.6097	60.97%
Aromatase binding	-	0.5827	58.27%
PPAR gamma	+	0.7428	74.28%
Honey bee toxicity	-	0.9497	94.97%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5162	51.62%
Fish aquatic toxicity	+	0.8991	89.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.77%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.43%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.40%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.64%	91.11%
CHEMBL236	P41143	Delta opioid receptor	91.95%	99.35%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	91.93%	97.29%
CHEMBL233	P35372	Mu opioid receptor	91.01%	97.93%
CHEMBL3401	O75469	Pregnane X receptor	87.35%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.47%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.71%	86.33%
CHEMBL242	Q92731	Estrogen receptor beta	80.58%	98.35%

Plants that contains it

• Stylogyne turbacensis

Cross-Links

• PubChem: 90714174
• LOTUS: LTS0255804
• wikiData: Q105298227