2-[8-(hydroxymethyl)-4a-methyl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-2-yl]prop-2-enoic acid

Details

• Internal ID: c0da82e0-3f60-4a63-855c-5332630d56bd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 2-[8-(hydroxymethyl)-4a-methyl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-2-yl]prop-2-enoic acid
• SMILES (Canonical): CC12CCC=C(C1CC(CC2)C(=C)C(=O)O)CO
• SMILES (Isomeric): CC12CCC=C(C1CC(CC2)C(=C)C(=O)O)CO
• InChI: InChI=1S/C15H22O3/c1-10(14(17)18)11-5-7-15(2)6-3-4-12(9-16)13(15)8-11/h4,11,13,16H,1,3,5-9H2,2H3,(H,17,18)
• InChI Key: YOEADTILRKJHKK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9864	98.64%
Caco-2	+	0.6337	63.37%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5295	52.95%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9142	91.42%
OATP1B3 inhibitior	+	0.8696	86.96%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5274	52.74%
BSEP inhibitior	-	0.7719	77.19%
P-glycoprotein inhibitior	-	0.9502	95.02%
P-glycoprotein substrate	-	0.8073	80.73%
CYP3A4 substrate	+	0.5485	54.85%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	-	0.8957	89.57%
CYP3A4 inhibition	-	0.7456	74.56%
CYP2C9 inhibition	-	0.7109	71.09%
CYP2C19 inhibition	-	0.7538	75.38%
CYP2D6 inhibition	-	0.8883	88.83%
CYP1A2 inhibition	-	0.7171	71.71%
CYP2C8 inhibition	-	0.7053	70.53%
CYP inhibitory promiscuity	-	0.7169	71.69%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6282	62.82%
Eye corrosion	-	0.9571	95.71%
Eye irritation	-	0.5913	59.13%
Skin irritation	-	0.7286	72.86%
Skin corrosion	-	0.9727	97.27%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5297	52.97%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5613	56.13%
skin sensitisation	+	0.4722	47.22%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5477	54.77%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6279	62.79%
Acute Oral Toxicity (c)	III	0.7423	74.23%
Estrogen receptor binding	-	0.5536	55.36%
Androgen receptor binding	-	0.5067	50.67%
Thyroid receptor binding	-	0.6240	62.40%
Glucocorticoid receptor binding	+	0.7700	77.00%
Aromatase binding	-	0.5494	54.94%
PPAR gamma	+	0.5521	55.21%
Honey bee toxicity	-	0.9230	92.30%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.07%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.97%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.01%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.58%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.18%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.16%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.06%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.03%	100.00%

Plants that contains it

• Cassinia aculeata

Cross-Links

• PubChem: 14191237
• LOTUS: LTS0066832
• wikiData: Q105351256