Pterodontic acid

Details

• Internal ID: f4e68ef6-6e71-4b7d-b417-86930e02298b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 2-[(2R,4aR,8S)-4a,8-dimethyl-3,4,5,6,7,8-hexahydro-2H-naphthalen-2-yl]prop-2-enoic acid
• SMILES (Canonical): CC1CCCC2(C1=CC(CC2)C(=C)C(=O)O)C
• SMILES (Isomeric): C[C@H]1CCC[C@]2(C1=C[C@@H](CC2)C(=C)C(=O)O)C
• InChI: InChI=1S/C15H22O2/c1-10-5-4-7-15(3)8-6-12(9-13(10)15)11(2)14(16)17/h9-10,12H,2,4-8H2,1,3H3,(H,16,17)/t10-,12+,15+/m0/s1
• InChI Key: PHYJIMYAZBSQFJ-JVLSTEMRSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 185845-89-0
• Pterodonticacid
• Eudesmane-5,12-dien-13-oic acid
• AKOS032962138
• 2-[(2R,4AR,8S)-4A,8-DIMETHYL-3,4,5,6,7,8-HEXAHYDRO-2H-NAPHTHALEN-2-YL]PROP-2-ENOIC ACID

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.8665	86.65%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Plasma membrane	0.3835	38.35%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.8884	88.84%
OATP1B3 inhibitior	-	0.2551	25.51%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.9035	90.35%
P-glycoprotein inhibitior	-	0.8921	89.21%
P-glycoprotein substrate	-	0.9111	91.11%
CYP3A4 substrate	+	0.5428	54.28%
CYP2C9 substrate	-	0.6131	61.31%
CYP2D6 substrate	-	0.8970	89.70%
CYP3A4 inhibition	-	0.8429	84.29%
CYP2C9 inhibition	+	0.6031	60.31%
CYP2C19 inhibition	+	0.5833	58.33%
CYP2D6 inhibition	-	0.9098	90.98%
CYP1A2 inhibition	-	0.7189	71.89%
CYP2C8 inhibition	-	0.8215	82.15%
CYP inhibitory promiscuity	-	0.8893	88.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5831	58.31%
Eye corrosion	-	0.9584	95.84%
Eye irritation	-	0.6704	67.04%
Skin irritation	-	0.6436	64.36%
Skin corrosion	-	0.9774	97.74%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6254	62.54%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	+	0.7219	72.19%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5752	57.52%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6892	68.92%
Acute Oral Toxicity (c)	III	0.8309	83.09%
Estrogen receptor binding	-	0.5191	51.91%
Androgen receptor binding	-	0.6720	67.20%
Thyroid receptor binding	-	0.5408	54.08%
Glucocorticoid receptor binding	+	0.5456	54.56%
Aromatase binding	+	0.6505	65.05%
PPAR gamma	+	0.5513	55.13%
Honey bee toxicity	-	0.9529	95.29%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.64%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.24%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.50%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.18%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.93%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.41%	97.09%
CHEMBL2581	P07339	Cathepsin D	80.30%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	80.26%	90.17%

Plants that contains it

• Laggera crispata

Cross-Links

• PubChem: 91895390
• NPASS: NPC283658