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

Details

• Internal ID: c01fb52d-24cd-449d-ada0-c23358002025
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3,4-dihydroxy-2-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]benzoic acid
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCC1=C(C=CC(=C1O)O)C(=O)O)C)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC/C(=C/CC1=C(C=CC(=C1O)O)C(=O)O)/C)/C)C
• InChI: InChI=1S/C22H30O4/c1-15(2)7-5-8-16(3)9-6-10-17(4)11-12-18-19(22(25)26)13-14-20(23)21(18)24/h7,9,11,13-14,23-24H,5-6,8,10,12H2,1-4H3,(H,25,26)/b16-9+,17-11+
• InChI Key: UCABGNLSVBUJSM-BTMZFSHUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₄
• Molecular Weight: 358.50 g/mol
• Exact Mass: 358.21440943 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 5.76
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9798	97.98%
Caco-2	-	0.5608	56.08%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8785	87.85%
OATP2B1 inhibitior	-	0.7129	71.29%
OATP1B1 inhibitior	+	0.9043	90.43%
OATP1B3 inhibitior	+	0.8895	88.95%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6449	64.49%
P-glycoprotein inhibitior	-	0.6198	61.98%
P-glycoprotein substrate	-	0.9335	93.35%
CYP3A4 substrate	-	0.6393	63.93%
CYP2C9 substrate	-	0.6050	60.50%
CYP2D6 substrate	-	0.8894	88.94%
CYP3A4 inhibition	-	0.6074	60.74%
CYP2C9 inhibition	+	0.5577	55.77%
CYP2C19 inhibition	+	0.6147	61.47%
CYP2D6 inhibition	-	0.7503	75.03%
CYP1A2 inhibition	+	0.6734	67.34%
CYP2C8 inhibition	-	0.8211	82.11%
CYP inhibitory promiscuity	-	0.7391	73.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7823	78.23%
Carcinogenicity (trinary)	Non-required	0.7036	70.36%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.6845	68.45%
Skin irritation	-	0.6822	68.22%
Skin corrosion	-	0.9256	92.56%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3759	37.59%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.5448	54.48%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7705	77.05%
Acute Oral Toxicity (c)	III	0.5449	54.49%
Estrogen receptor binding	+	0.7310	73.10%
Androgen receptor binding	+	0.5914	59.14%
Thyroid receptor binding	+	0.6868	68.68%
Glucocorticoid receptor binding	+	0.7079	70.79%
Aromatase binding	+	0.6807	68.07%
PPAR gamma	+	0.8813	88.13%
Honey bee toxicity	-	0.9492	94.92%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
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	94.65%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.50%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.52%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.01%	92.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.07%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.01%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.79%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.73%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.62%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.12%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.75%	94.62%

Plants that contains it

• Piper arieianum

Cross-Links

• PubChem: 101784412
• LOTUS: LTS0103908
• wikiData: Q105269763