2-Hydroxy-3-(3,7,11-trimethyldodeca-2,6,10-trienyl)benzoic acid

Details

• Internal ID: b26776da-7fba-4799-8bd6-69b3afe07e0a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-hydroxy-3-(3,7,11-trimethyldodeca-2,6,10-trienyl)benzoic acid
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCC1=C(C(=CC=C1)C(=O)O)O)C)C)C
• SMILES (Isomeric): CC(=CCCC(=CCCC(=CCC1=C(C(=CC=C1)C(=O)O)O)C)C)C
• InChI: InChI=1S/C22H30O3/c1-16(2)8-5-9-17(3)10-6-11-18(4)14-15-19-12-7-13-20(21(19)23)22(24)25/h7-8,10,12-14,23H,5-6,9,11,15H2,1-4H3,(H,24,25)
• InChI Key: UAAAIKCHYZSYEI-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₃
• Molecular Weight: 342.50 g/mol
• Exact Mass: 342.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 8.10
• Atomic LogP (AlogP): 6.05
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.5955	59.55%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8492	84.92%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9165	91.65%
OATP1B3 inhibitior	+	0.9095	90.95%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8727	87.27%
P-glycoprotein inhibitior	-	0.4801	48.01%
P-glycoprotein substrate	-	0.8776	87.76%
CYP3A4 substrate	-	0.6080	60.80%
CYP2C9 substrate	-	0.6343	63.43%
CYP2D6 substrate	-	0.8930	89.30%
CYP3A4 inhibition	+	0.5137	51.37%
CYP2C9 inhibition	+	0.6708	67.08%
CYP2C19 inhibition	+	0.6610	66.10%
CYP2D6 inhibition	-	0.8320	83.20%
CYP1A2 inhibition	+	0.7288	72.88%
CYP2C8 inhibition	-	0.7218	72.18%
CYP inhibitory promiscuity	-	0.5058	50.58%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8162	81.62%
Carcinogenicity (trinary)	Non-required	0.7104	71.04%
Eye corrosion	-	0.9812	98.12%
Eye irritation	-	0.6337	63.37%
Skin irritation	-	0.6607	66.07%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7389	73.89%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	+	0.6461	64.61%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.5818	58.18%
Acute Oral Toxicity (c)	III	0.5038	50.38%
Estrogen receptor binding	+	0.8110	81.10%
Androgen receptor binding	-	0.6384	63.84%
Thyroid receptor binding	+	0.7093	70.93%
Glucocorticoid receptor binding	+	0.6619	66.19%
Aromatase binding	+	0.5784	57.84%
PPAR gamma	+	0.9253	92.53%
Honey bee toxicity	-	0.9423	94.23%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
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
CHEMBL2581	P07339	Cathepsin D	96.41%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.68%	91.11%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.23%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	92.38%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.59%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.97%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.83%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.63%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.59%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.35%	93.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.13%	93.56%

Plants that contains it

• Piper multiplinervium

Cross-Links

• PubChem: 73313348
• LOTUS: LTS0260258
• wikiData: Q105268523