(2S)-2-[(1R,4R,4aR,8aR)-7-(hydroxymethyl)-4-methyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]propanoic acid

Details

• Internal ID: e50cba40-403a-4870-bc06-9aa415cb25ea
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2S)-2-[(1R,4R,4aR,8aR)-7-(hydroxymethyl)-4-methyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]propanoic acid
• SMILES (Canonical): CC1CCC(C2C1CCC(=C2)CO)C(C)C(=O)O
• SMILES (Isomeric): C[C@@H]1CC[C@H]([C@H]2[C@@H]1CCC(=C2)CO)[C@H](C)C(=O)O
• InChI: InChI=1S/C15H24O3/c1-9-3-5-13(10(2)15(17)18)14-7-11(8-16)4-6-12(9)14/h7,9-10,12-14,16H,3-6,8H2,1-2H3,(H,17,18)/t9-,10+,12-,13+,14-/m1/s1
• InChI Key: JTUOWRWJSXCKMC-GPXIKIIXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.70
• 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	+	0.9936	99.36%
Caco-2	+	0.8181	81.81%
Blood Brain Barrier	+	0.7105	71.05%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6370	63.70%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.8824	88.24%
OATP1B3 inhibitior	+	0.8771	87.71%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5695	56.95%
BSEP inhibitior	-	0.9060	90.60%
P-glycoprotein inhibitior	-	0.9480	94.80%
P-glycoprotein substrate	-	0.7694	76.94%
CYP3A4 substrate	-	0.5292	52.92%
CYP2C9 substrate	-	0.5759	57.59%
CYP2D6 substrate	-	0.8660	86.60%
CYP3A4 inhibition	-	0.7313	73.13%
CYP2C9 inhibition	-	0.6842	68.42%
CYP2C19 inhibition	-	0.8222	82.22%
CYP2D6 inhibition	-	0.8431	84.31%
CYP1A2 inhibition	-	0.6343	63.43%
CYP2C8 inhibition	-	0.9022	90.22%
CYP inhibitory promiscuity	-	0.6878	68.78%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6657	66.57%
Eye corrosion	-	0.9616	96.16%
Eye irritation	-	0.7561	75.61%
Skin irritation	-	0.8743	87.43%
Skin corrosion	-	0.9843	98.43%
Ames mutagenesis	-	0.7878	78.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.6094	60.94%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	+	0.5081	50.81%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9058	90.58%
Acute Oral Toxicity (c)	III	0.5952	59.52%
Estrogen receptor binding	-	0.6467	64.67%
Androgen receptor binding	+	0.5725	57.25%
Thyroid receptor binding	-	0.5289	52.89%
Glucocorticoid receptor binding	+	0.5650	56.50%
Aromatase binding	-	0.8334	83.34%
PPAR gamma	-	0.7356	73.56%
Honey bee toxicity	-	0.9745	97.45%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9970	99.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.10%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.89%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.78%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.26%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.46%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.62%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.12%	97.09%

Plants that contains it

• Eremophila mitchellii
• Garcinia fusca

Cross-Links

• PubChem: 163013126
• LOTUS: LTS0215396
• wikiData: Q104947902