Pyrenophoric acid

Details

• Internal ID: 3efa2d9f-3bd2-4e40-bb9f-f0a91351f5e8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2Z,4E)-5-[(1S,3S,4R,6R)-3,4-dihydroxy-2,2,6-trimethylcyclohexyl]-3-methylpenta-2,4-dienoic acid
• SMILES (Canonical): CC1CC(C(C(C1C=CC(=CC(=O)O)C)(C)C)O)O
• SMILES (Isomeric): C[C@@H]1C[C@H]([C@H](C([C@@H]1/C=C/C(=C\C(=O)O)/C)(C)C)O)O
• InChI: InChI=1S/C15H24O4/c1-9(7-13(17)18)5-6-11-10(2)8-12(16)14(19)15(11,3)4/h5-7,10-12,14,16,19H,8H2,1-4H3,(H,17,18)/b6-5+,9-7-/t10-,11-,12-,14-/m1/s1
• InChI Key: MSGLVYRESMKEPC-ZCJFAIRWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9738	97.38%
Caco-2	-	0.5294	52.94%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8075	80.75%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.9285	92.85%
OATP1B3 inhibitior	+	0.9574	95.74%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7578	75.78%
P-glycoprotein inhibitior	-	0.9478	94.78%
P-glycoprotein substrate	-	0.7741	77.41%
CYP3A4 substrate	+	0.5520	55.20%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.9037	90.37%
CYP3A4 inhibition	-	0.9201	92.01%
CYP2C9 inhibition	-	0.9106	91.06%
CYP2C19 inhibition	-	0.9330	93.30%
CYP2D6 inhibition	-	0.9499	94.99%
CYP1A2 inhibition	-	0.9407	94.07%
CYP2C8 inhibition	-	0.8944	89.44%
CYP inhibitory promiscuity	-	0.9706	97.06%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5937	59.37%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.9896	98.96%
Skin irritation	-	0.5889	58.89%
Skin corrosion	-	0.9166	91.66%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6353	63.53%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5302	53.02%
skin sensitisation	+	0.7104	71.04%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7089	70.89%
Acute Oral Toxicity (c)	III	0.6491	64.91%
Estrogen receptor binding	-	0.5309	53.09%
Androgen receptor binding	-	0.6926	69.26%
Thyroid receptor binding	-	0.5791	57.91%
Glucocorticoid receptor binding	+	0.5417	54.17%
Aromatase binding	-	0.5333	53.33%
PPAR gamma	-	0.5827	58.27%
Honey bee toxicity	-	0.7326	73.26%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9399	93.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2061	P19793	Retinoid X receptor alpha	93.22%	91.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.76%	96.09%
CHEMBL1870	P28702	Retinoid X receptor beta	92.58%	95.00%
CHEMBL221	P23219	Cyclooxygenase-1	90.30%	90.17%
CHEMBL2004	P48443	Retinoid X receptor gamma	90.30%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.81%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.74%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.03%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.01%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.69%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.65%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.93%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	80.63%	91.19%

Plants that contains it

• Hypericum scabrum

Cross-Links

• PubChem: 139585877
• LOTUS: LTS0270627
• wikiData: Q105167683