5-Heptadeca-8,11-dienylbenzene-1,3-diol

Details

• Internal ID: ddff348a-0b44-4f58-adee-712b7604041e
• Taxonomy: Benzenoids > Phenols > Benzenediols > Resorcinols
• IUPAC Name: 5-heptadeca-8,11-dienylbenzene-1,3-diol
• SMILES (Canonical): CCCCCC=CCC=CCCCCCCCC1=CC(=CC(=C1)O)O
• SMILES (Isomeric): CCCCCC=CCC=CCCCCCCCC1=CC(=CC(=C1)O)O
• InChI: InChI=1S/C23H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21-18-22(24)20-23(25)19-21/h6-7,9-10,18-20,24-25H,2-5,8,11-17H2,1H3
• InChI Key: LQLSZSURMCEKFF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₆O₂
• Molecular Weight: 344.50 g/mol
• Exact Mass: 344.271530387 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 7.06
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	-	0.5636	56.36%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5227	52.27%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	-	0.4218	42.18%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8838	88.38%
BSEP inhibitior	+	0.7197	71.97%
P-glycoprotein inhibitior	-	0.4502	45.02%
P-glycoprotein substrate	-	0.7985	79.85%
CYP3A4 substrate	-	0.5346	53.46%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	+	0.3567	35.67%
CYP3A4 inhibition	+	0.8505	85.05%
CYP2C9 inhibition	-	0.5926	59.26%
CYP2C19 inhibition	+	0.5358	53.58%
CYP2D6 inhibition	-	0.7401	74.01%
CYP1A2 inhibition	+	0.7543	75.43%
CYP2C8 inhibition	+	0.6390	63.90%
CYP inhibitory promiscuity	+	0.8169	81.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7411	74.11%
Carcinogenicity (trinary)	Non-required	0.6401	64.01%
Eye corrosion	+	0.4493	44.93%
Eye irritation	+	0.6828	68.28%
Skin irritation	+	0.7645	76.45%
Skin corrosion	+	0.6007	60.07%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8396	83.96%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6214	62.14%
skin sensitisation	+	0.8229	82.29%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.5491	54.91%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.6896	68.96%
Acute Oral Toxicity (c)	III	0.7916	79.16%
Estrogen receptor binding	+	0.8683	86.83%
Androgen receptor binding	+	0.5768	57.68%
Thyroid receptor binding	+	0.6188	61.88%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6232	62.32%
PPAR gamma	+	0.8143	81.43%
Honey bee toxicity	-	0.9892	98.92%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	+	0.8337	83.37%
Fish aquatic toxicity	+	0.9895	98.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.91%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	97.90%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.01%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.96%	96.09%
CHEMBL240	Q12809	HERG	89.71%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.26%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.94%	86.33%
CHEMBL230	P35354	Cyclooxygenase-2	87.25%	89.63%
CHEMBL3401	O75469	Pregnane X receptor	86.53%	94.73%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.20%	92.86%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.01%	97.29%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.08%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.69%	96.95%
CHEMBL1781	P11387	DNA topoisomerase I	83.32%	97.00%

Plants that contains it

• Embelia ribes
• Mangifera indica
• Micromeles coronata
• Stylogyne turbacensis

Cross-Links

• PubChem: 54047301
• LOTUS: LTS0250075
• wikiData: Q104172599