2-[(2R,4aS,7S)-7-methoxy-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1H-naphthalen-2-yl]prop-2-enoic acid

Details

• Internal ID: e896ad4c-1047-48d5-a2b8-cf24c7e77e33
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 2-[(2R,4aS,7S)-7-methoxy-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1H-naphthalen-2-yl]prop-2-enoic acid
• SMILES (Canonical): CC1=C2CC(CCC2(CCC1OC)C)C(=C)C(=O)O
• SMILES (Isomeric): CC1=C2C[C@@H](CC[C@]2(CC[C@@H]1OC)C)C(=C)C(=O)O
• InChI: InChI=1S/C16H24O3/c1-10(15(17)18)12-5-7-16(3)8-6-14(19-4)11(2)13(16)9-12/h12,14H,1,5-9H2,2-4H3,(H,17,18)/t12-,14+,16+/m1/s1
• InChI Key: LUENTXRJJZAOQE-INWMFGNUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₃
• Molecular Weight: 264.36 g/mol
• Exact Mass: 264.17254462 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.56
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.8576	85.76%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7664	76.64%
OATP2B1 inhibitior	-	0.8509	85.09%
OATP1B1 inhibitior	+	0.9124	91.24%
OATP1B3 inhibitior	+	0.9159	91.59%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.7214	72.14%
P-glycoprotein inhibitior	-	0.8770	87.70%
P-glycoprotein substrate	-	0.8726	87.26%
CYP3A4 substrate	+	0.5824	58.24%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	-	0.8932	89.32%
CYP3A4 inhibition	-	0.6870	68.70%
CYP2C9 inhibition	-	0.7601	76.01%
CYP2C19 inhibition	-	0.6880	68.80%
CYP2D6 inhibition	-	0.9441	94.41%
CYP1A2 inhibition	-	0.5516	55.16%
CYP2C8 inhibition	-	0.7440	74.40%
CYP inhibitory promiscuity	-	0.9165	91.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9363	93.63%
Carcinogenicity (trinary)	Non-required	0.5753	57.53%
Eye corrosion	-	0.9921	99.21%
Eye irritation	+	0.5424	54.24%
Skin irritation	+	0.5424	54.24%
Skin corrosion	-	0.9719	97.19%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5320	53.20%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	-	0.6689	66.89%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.7217	72.17%
Acute Oral Toxicity (c)	III	0.8144	81.44%
Estrogen receptor binding	-	0.5584	55.84%
Androgen receptor binding	-	0.5178	51.78%
Thyroid receptor binding	-	0.5796	57.96%
Glucocorticoid receptor binding	-	0.5054	50.54%
Aromatase binding	+	0.5338	53.38%
PPAR gamma	+	0.5784	57.84%
Honey bee toxicity	-	0.7974	79.74%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9956	99.56%

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	94.04%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.51%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.16%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.27%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.65%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	82.13%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.00%	93.00%

Plants that contains it

• Chiliadenus montanus

Cross-Links

• PubChem: 102125247
• LOTUS: LTS0196352
• wikiData: Q105157366