(2S)-2-[(7S,8R,8aR)-7-acetyloxy-8,8a-dimethyl-3-oxo-5,6,7,8-tetrahydronaphthalen-2-yl]propanoic acid

Details

• Internal ID: 4bdb55bb-5cb1-4a09-9fb6-728c7043ab06
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (2S)-2-[(7S,8R,8aR)-7-acetyloxy-8,8a-dimethyl-3-oxo-5,6,7,8-tetrahydronaphthalen-2-yl]propanoic acid
• InChI: InChI=1S/C17H22O5/c1-9(16(20)21)13-8-17(4)10(2)15(22-11(3)18)6-5-12(17)7-14(13)19/h7-10,15H,5-6H2,1-4H3,(H,20,21)/t9-,10-,15-,17+/m0/s1
• InChI Key: OEZLOMIMJAZQBV-RZLWBHRNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.14672380 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 4
• 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	+	0.9922	99.22%
Caco-2	+	0.5141	51.41%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8363	83.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9050	90.50%
OATP1B3 inhibitior	+	0.9205	92.05%
MATE1 inhibitior	-	0.5200	52.00%
OCT2 inhibitior	-	0.8271	82.71%
BSEP inhibitior	-	0.7298	72.98%
P-glycoprotein inhibitior	-	0.8392	83.92%
P-glycoprotein substrate	-	0.8464	84.64%
CYP3A4 substrate	+	0.5898	58.98%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.9141	91.41%
CYP3A4 inhibition	-	0.7811	78.11%
CYP2C9 inhibition	-	0.8983	89.83%
CYP2C19 inhibition	-	0.9379	93.79%
CYP2D6 inhibition	-	0.8991	89.91%
CYP1A2 inhibition	-	0.6952	69.52%
CYP2C8 inhibition	-	0.8403	84.03%
CYP inhibitory promiscuity	-	0.9226	92.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.5802	58.02%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9637	96.37%
Skin irritation	+	0.5891	58.91%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.6465	64.65%
Human Ether-a-go-go-Related Gene inhibition	+	0.6537	65.37%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6356	63.56%
skin sensitisation	-	0.5932	59.32%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6563	65.63%
Acute Oral Toxicity (c)	III	0.8579	85.79%
Estrogen receptor binding	+	0.6093	60.93%
Androgen receptor binding	+	0.5303	53.03%
Thyroid receptor binding	+	0.5599	55.99%
Glucocorticoid receptor binding	+	0.6232	62.32%
Aromatase binding	-	0.6580	65.80%
PPAR gamma	-	0.6296	62.96%
Honey bee toxicity	-	0.8705	87.05%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9747	97.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.70%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.40%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.86%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.66%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	90.02%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.76%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	87.82%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.02%	85.14%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.71%	94.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.55%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.95%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.13%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.07%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.04%	89.00%

Plants that contains it

• Ligularia przewalskii

Cross-Links

• PubChem: 162862410
• LOTUS: LTS0016417
• wikiData: Q105190707