1,3-Benzenediol, 2-methyl-5-(8-tridecenyl)-, (Z)-

Details

• Internal ID: cc1bd600-dfab-4555-a0f8-9072c80e4883
• Taxonomy: Benzenoids > Phenols > Benzenediols > Resorcinols
• IUPAC Name: 2-methyl-5-[(Z)-tridec-8-enyl]benzene-1,3-diol
• SMILES (Canonical): CCCCC=CCCCCCCCC1=CC(=C(C(=C1)O)C)O
• SMILES (Isomeric): CCCC/C=C\CCCCCCCC1=CC(=C(C(=C1)O)C)O
• InChI: InChI=1S/C20H32O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-18-15-19(21)17(2)20(22)16-18/h6-7,15-16,21-22H,3-5,8-14H2,1-2H3/b7-6-
• InChI Key: AAFWHAONVYRTMW-SREVYHEPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 7.40
• Atomic LogP (AlogP): 6.04
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

• 1,3-Benzenediol, 2-methyl-5-(8-tridecenyl)-, (Z)-
• 2-methyl-5-[(Z)-tridec-8-enyl]benzene-1,3-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.8432	84.32%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7203	72.03%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.7449	74.49%
OATP1B3 inhibitior	+	0.9637	96.37%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7838	78.38%
BSEP inhibitior	+	0.7720	77.20%
P-glycoprotein inhibitior	-	0.5243	52.43%
P-glycoprotein substrate	-	0.8677	86.77%
CYP3A4 substrate	-	0.5530	55.30%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	+	0.3567	35.67%
CYP3A4 inhibition	+	0.7616	76.16%
CYP2C9 inhibition	+	0.5191	51.91%
CYP2C19 inhibition	+	0.5931	59.31%
CYP2D6 inhibition	-	0.6692	66.92%
CYP1A2 inhibition	+	0.8527	85.27%
CYP2C8 inhibition	-	0.6333	63.33%
CYP inhibitory promiscuity	+	0.8456	84.56%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7211	72.11%
Carcinogenicity (trinary)	Non-required	0.7392	73.92%
Eye corrosion	-	0.5792	57.92%
Eye irritation	-	0.5000	50.00%
Skin irritation	+	0.5632	56.32%
Skin corrosion	+	0.6830	68.30%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8475	84.75%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.7089	70.89%
skin sensitisation	+	0.8748	87.48%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.5865	58.65%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.7846	78.46%
Acute Oral Toxicity (c)	III	0.5408	54.08%
Estrogen receptor binding	+	0.8337	83.37%
Androgen receptor binding	+	0.7699	76.99%
Thyroid receptor binding	+	0.7128	71.28%
Glucocorticoid receptor binding	+	0.5738	57.38%
Aromatase binding	-	0.5273	52.73%
PPAR gamma	+	0.9263	92.63%
Honey bee toxicity	-	0.9850	98.50%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	+	0.7837	78.37%
Fish aquatic toxicity	+	0.9959	99.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.31%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	96.19%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.93%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.75%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.74%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	89.02%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.14%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.16%	97.21%
CHEMBL1781	P11387	DNA topoisomerase I	82.93%	97.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.74%	95.58%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.63%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.44%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.73%	95.56%

Plants that contains it

• Ardisia compressa
• Ardisia japonica

Cross-Links

• PubChem: 6440454
• NPASS: NPC298722
• LOTUS: LTS0219583
• wikiData: Q76386747