(E)-2-[2-[(1S,2R,4aS,8aR)-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl]but-2-enedioic acid

Details

• Internal ID: 1e392dde-3fd0-42c5-89ee-40ed74f6b880
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: (E)-2-[2-[(1S,2R,4aS,8aR)-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl]but-2-enedioic acid
• InChI: InChI=1S/C19H28O4/c1-13-7-10-18(2)9-5-4-6-15(18)19(13,3)11-8-14(17(22)23)12-16(20)21/h5,9,12-13,15H,4,6-8,10-11H2,1-3H3,(H,20,21)(H,22,23)/b14-12+/t13-,15+,18-,19+/m1/s1
• InChI Key: MVHQODKUSKWSEC-SEMZTEMZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₄
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.19875937 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9805	98.05%
Caco-2	+	0.6262	62.62%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7474	74.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8499	84.99%
OATP1B3 inhibitior	-	0.3313	33.13%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6771	67.71%
BSEP inhibitior	-	0.8047	80.47%
P-glycoprotein inhibitior	-	0.7686	76.86%
P-glycoprotein substrate	-	0.7829	78.29%
CYP3A4 substrate	+	0.5775	57.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9146	91.46%
CYP3A4 inhibition	-	0.8096	80.96%
CYP2C9 inhibition	-	0.9115	91.15%
CYP2C19 inhibition	-	0.9230	92.30%
CYP2D6 inhibition	-	0.9411	94.11%
CYP1A2 inhibition	-	0.8703	87.03%
CYP2C8 inhibition	-	0.7163	71.63%
CYP inhibitory promiscuity	-	0.8236	82.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6805	68.05%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9410	94.10%
Skin irritation	-	0.6285	62.85%
Skin corrosion	-	0.9795	97.95%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7011	70.11%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5139	51.39%
skin sensitisation	+	0.8083	80.83%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6855	68.55%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8654	86.54%
Acute Oral Toxicity (c)	III	0.6484	64.84%
Estrogen receptor binding	+	0.8618	86.18%
Androgen receptor binding	+	0.5976	59.76%
Thyroid receptor binding	+	0.7135	71.35%
Glucocorticoid receptor binding	+	0.8055	80.55%
Aromatase binding	+	0.8095	80.95%
PPAR gamma	+	0.7227	72.27%
Honey bee toxicity	-	0.9118	91.18%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
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	95.73%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.51%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	91.18%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.79%	91.11%
CHEMBL2581	P07339	Cathepsin D	84.46%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.99%	94.45%
CHEMBL206	P03372	Estrogen receptor alpha	82.13%	97.64%
CHEMBL233	P35372	Mu opioid receptor	81.91%	97.93%
CHEMBL4208	P20618	Proteasome component C5	80.82%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.75%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.59%	97.09%

Plants that contains it

• Cyanostegia angustifolia

Cross-Links

• PubChem: 163035254
• LOTUS: LTS0168543
• wikiData: Q105173033