Heydenoic acid A

Details

• Internal ID: daf67307-bc57-488c-aeae-d2197feeb7b5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (E)-5-[(1S,5S,6S)-2,6-dimethyl-4-oxo-6-bicyclo[3.1.1]hept-2-enyl]-2-methylpent-2-enoic acid
• SMILES (Canonical): CC1=CC(=O)C2CC1C2(C)CCC=C(C)C(=O)O
• SMILES (Isomeric): CC1=CC(=O)[C@H]2C[C@@H]1[C@]2(C)CC/C=C(\C)/C(=O)O
• InChI: InChI=1S/C15H20O3/c1-9(14(17)18)5-4-6-15(3)11-8-12(15)13(16)7-10(11)2/h5,7,11-12H,4,6,8H2,1-3H3,(H,17,18)/b9-5+/t11-,12+,15-/m0/s1
• InChI Key: SCBWJXZVGDGHPJ-KJTIKOJOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	+	0.7665	76.65%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8020	80.20%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.8197	81.97%
OATP1B3 inhibitior	+	0.8926	89.26%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7096	70.96%
P-glycoprotein inhibitior	-	0.9479	94.79%
P-glycoprotein substrate	-	0.7631	76.31%
CYP3A4 substrate	+	0.5637	56.37%
CYP2C9 substrate	-	0.7707	77.07%
CYP2D6 substrate	-	0.9083	90.83%
CYP3A4 inhibition	-	0.7991	79.91%
CYP2C9 inhibition	-	0.6806	68.06%
CYP2C19 inhibition	-	0.7501	75.01%
CYP2D6 inhibition	-	0.8959	89.59%
CYP1A2 inhibition	-	0.8401	84.01%
CYP2C8 inhibition	-	0.8798	87.98%
CYP inhibitory promiscuity	-	0.9074	90.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8623	86.23%
Carcinogenicity (trinary)	Non-required	0.5927	59.27%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.7947	79.47%
Skin irritation	+	0.5462	54.62%
Skin corrosion	-	0.9666	96.66%
Ames mutagenesis	-	0.7454	74.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5456	54.56%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6481	64.81%
skin sensitisation	+	0.5170	51.70%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7320	73.20%
Acute Oral Toxicity (c)	III	0.8140	81.40%
Estrogen receptor binding	-	0.5682	56.82%
Androgen receptor binding	-	0.6368	63.68%
Thyroid receptor binding	-	0.5377	53.77%
Glucocorticoid receptor binding	-	0.6594	65.94%
Aromatase binding	-	0.6300	63.00%
PPAR gamma	+	0.7473	74.73%
Honey bee toxicity	-	0.9132	91.32%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9968	99.68%

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	95.95%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.35%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.35%	93.00%
CHEMBL4208	P20618	Proteasome component C5	87.30%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.05%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.56%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.79%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.23%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.06%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.65%	89.00%

Plants that contains it

• Datura innoxia

Cross-Links

• PubChem: 146683538
• LOTUS: LTS0227069
• wikiData: Q104991845