5-chloro-2,4-dihydroxy-6-methyl-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]benzoic acid

Details

• Internal ID: 12cb3c7c-54f5-4481-bb11-6f17f505348b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-chloro-2,4-dihydroxy-6-methyl-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]benzoic acid
• InChI: InChI=1S/C23H31ClO4/c1-14(2)8-6-9-15(3)10-7-11-16(4)12-13-18-21(25)19(23(27)28)17(5)20(24)22(18)26/h8,10,12,25-26H,6-7,9,11,13H2,1-5H3,(H,27,28)/b15-10+,16-12+
• InChI Key: KRSHXWRHUWEJOO-NCZFFCEISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₁ClO₄
• Molecular Weight: 406.90 g/mol
• Exact Mass: 406.1910872 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 7.90
• Atomic LogP (AlogP): 6.72
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

• SCHEMBL29572464

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9898	98.98%
Caco-2	+	0.6210	62.10%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8683	86.83%
OATP2B1 inhibitior	-	0.5733	57.33%
OATP1B1 inhibitior	+	0.7884	78.84%
OATP1B3 inhibitior	+	0.8948	89.48%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7358	73.58%
P-glycoprotein inhibitior	-	0.6060	60.60%
P-glycoprotein substrate	-	0.9116	91.16%
CYP3A4 substrate	+	0.5315	53.15%
CYP2C9 substrate	-	0.6274	62.74%
CYP2D6 substrate	-	0.8969	89.69%
CYP3A4 inhibition	-	0.6794	67.94%
CYP2C9 inhibition	+	0.5582	55.82%
CYP2C19 inhibition	-	0.5359	53.59%
CYP2D6 inhibition	-	0.8575	85.75%
CYP1A2 inhibition	-	0.5553	55.53%
CYP2C8 inhibition	-	0.7047	70.47%
CYP inhibitory promiscuity	-	0.5721	57.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7555	75.55%
Carcinogenicity (trinary)	Non-required	0.6772	67.72%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.8120	81.20%
Skin irritation	-	0.6970	69.70%
Skin corrosion	-	0.9238	92.38%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7267	72.67%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	+	0.4934	49.34%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.5635	56.35%
Acute Oral Toxicity (c)	III	0.4029	40.29%
Estrogen receptor binding	+	0.7961	79.61%
Androgen receptor binding	-	0.5656	56.56%
Thyroid receptor binding	+	0.7022	70.22%
Glucocorticoid receptor binding	+	0.8081	80.81%
Aromatase binding	+	0.7287	72.87%
PPAR gamma	+	0.8949	89.49%
Honey bee toxicity	-	0.9356	93.56%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
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
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	95.67%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	94.85%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.01%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.77%	97.21%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.82%	92.08%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.70%	96.95%
CHEMBL2581	P07339	Cathepsin D	88.45%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.27%	94.45%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.84%	83.57%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.36%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.71%	95.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.68%	98.75%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.19%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 118724832
• LOTUS: LTS0244080
• wikiData: Q105145193