5-Methyl-4-(3,7,11-trimethyldodeca-2,6,10-trienyl)benzene-1,2,3-triol

Details

• Internal ID: 856e873c-b166-4190-8321-a93ae85e7dec
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-methyl-4-(3,7,11-trimethyldodeca-2,6,10-trienyl)benzene-1,2,3-triol
• SMILES (Canonical): CC1=CC(=C(C(=C1CC=C(C)CCC=C(C)CCC=C(C)C)O)O)O
• SMILES (Isomeric): CC1=CC(=C(C(=C1CC=C(C)CCC=C(C)CCC=C(C)C)O)O)O
• InChI: InChI=1S/C22H32O3/c1-15(2)8-6-9-16(3)10-7-11-17(4)12-13-19-18(5)14-20(23)22(25)21(19)24/h8,10,12,14,23-25H,6-7,9,11,13H2,1-5H3
• InChI Key: BACDZNLMIXNCOG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₃
• Molecular Weight: 344.50 g/mol
• Exact Mass: 344.23514488 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 6.07
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9798	97.98%
Caco-2	+	0.5391	53.91%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7746	77.46%
OATP2B1 inhibitior	-	0.7133	71.33%
OATP1B1 inhibitior	+	0.8692	86.92%
OATP1B3 inhibitior	+	0.9396	93.96%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6648	66.48%
P-glycoprotein inhibitior	-	0.6767	67.67%
P-glycoprotein substrate	-	0.9350	93.50%
CYP3A4 substrate	-	0.5742	57.42%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	+	0.3482	34.82%
CYP3A4 inhibition	+	0.5252	52.52%
CYP2C9 inhibition	+	0.6603	66.03%
CYP2C19 inhibition	+	0.5995	59.95%
CYP2D6 inhibition	-	0.7729	77.29%
CYP1A2 inhibition	+	0.6920	69.20%
CYP2C8 inhibition	-	0.7903	79.03%
CYP inhibitory promiscuity	+	0.5586	55.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8523	85.23%
Carcinogenicity (trinary)	Non-required	0.6760	67.60%
Eye corrosion	-	0.9672	96.72%
Eye irritation	-	0.7274	72.74%
Skin irritation	-	0.6198	61.98%
Skin corrosion	-	0.8092	80.92%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7911	79.11%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	+	0.6371	63.71%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8633	86.33%
Acute Oral Toxicity (c)	III	0.6516	65.16%
Estrogen receptor binding	+	0.6702	67.02%
Androgen receptor binding	+	0.6100	61.00%
Thyroid receptor binding	+	0.7063	70.63%
Glucocorticoid receptor binding	+	0.6875	68.75%
Aromatase binding	+	0.6572	65.72%
PPAR gamma	+	0.9227	92.27%
Honey bee toxicity	-	0.9428	94.28%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.56%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	95.00%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.35%	92.08%
CHEMBL2581	P07339	Cathepsin D	89.99%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.77%	97.21%
CHEMBL1951	P21397	Monoamine oxidase A	85.81%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.39%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.67%	99.15%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.33%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.78%	86.33%

Plants that contains it

• Aspidosperma tomentosum

Cross-Links

• PubChem: 78385089
• LOTUS: LTS0243393
• wikiData: Q105188263