2-[2-(2,5-Dihydroxyphenyl)-2-oxoethylidene]-11-hydroxy-6,10-dimethylundeca-5,9-dienoic acid

Details

• Internal ID: 0adbc980-c7c1-4465-9b82-1a0239c56a9b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-[2-(2,5-dihydroxyphenyl)-2-oxoethylidene]-11-hydroxy-6,10-dimethylundeca-5,9-dienoic acid
• SMILES (Canonical): CC(=CCCC(=CC(=O)C1=C(C=CC(=C1)O)O)C(=O)O)CCC=C(C)CO
• SMILES (Isomeric): CC(=CCCC(=CC(=O)C1=C(C=CC(=C1)O)O)C(=O)O)CCC=C(C)CO
• InChI: InChI=1S/C21H26O6/c1-14(5-3-7-15(2)13-22)6-4-8-16(21(26)27)11-20(25)18-12-17(23)9-10-19(18)24/h6-7,9-12,22-24H,3-5,8,13H2,1-2H3,(H,26,27)
• InChI Key: NNMYUEIQQGJWFO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₆
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.17293854 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.74
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9811	98.11%
Caco-2	-	0.8318	83.18%
Blood Brain Barrier	-	0.6806	68.06%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.9282	92.82%
OATP2B1 inhibitior	+	0.5726	57.26%
OATP1B1 inhibitior	+	0.8979	89.79%
OATP1B3 inhibitior	+	0.9080	90.80%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.5852	58.52%
BSEP inhibitior	+	0.8899	88.99%
P-glycoprotein inhibitior	-	0.7037	70.37%
P-glycoprotein substrate	-	0.7740	77.40%
CYP3A4 substrate	-	0.5286	52.86%
CYP2C9 substrate	-	0.7627	76.27%
CYP2D6 substrate	-	0.8914	89.14%
CYP3A4 inhibition	+	0.5956	59.56%
CYP2C9 inhibition	-	0.6208	62.08%
CYP2C19 inhibition	-	0.5769	57.69%
CYP2D6 inhibition	-	0.6820	68.20%
CYP1A2 inhibition	+	0.7715	77.15%
CYP2C8 inhibition	-	0.6213	62.13%
CYP inhibitory promiscuity	-	0.8029	80.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7650	76.50%
Carcinogenicity (trinary)	Non-required	0.7345	73.45%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.7133	71.33%
Skin irritation	-	0.7646	76.46%
Skin corrosion	-	0.9617	96.17%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5395	53.95%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.6419	64.19%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6908	69.08%
Acute Oral Toxicity (c)	III	0.5205	52.05%
Estrogen receptor binding	+	0.7293	72.93%
Androgen receptor binding	+	0.7027	70.27%
Thyroid receptor binding	+	0.6001	60.01%
Glucocorticoid receptor binding	+	0.5835	58.35%
Aromatase binding	-	0.5234	52.34%
PPAR gamma	+	0.8677	86.77%
Honey bee toxicity	-	0.9216	92.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
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	97.17%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.31%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.08%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.36%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.23%	92.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.84%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.37%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.84%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.57%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.26%	99.15%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162892036
• LOTUS: LTS0012355
• wikiData: Q104179807