2-[5-(Carboxymethyl)-2-ethenyl-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydrochromen-6-yl]-2-methylpropanoic acid

Details

• Internal ID: d13215aa-6766-4b1e-a7e9-d73ab2788390
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: 2-[5-(carboxymethyl)-2-ethenyl-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydrochromen-6-yl]-2-methylpropanoic acid
• SMILES (Canonical): CC1(CCC2C(O1)(CCC(C2(C)CC(=O)O)C(C)(C)C(=O)O)C)C=C
• SMILES (Isomeric): CC1(CCC2C(O1)(CCC(C2(C)CC(=O)O)C(C)(C)C(=O)O)C)C=C
• InChI: InChI=1S/C20H32O5/c1-7-18(4)10-8-14-19(5,12-15(21)22)13(17(2,3)16(23)24)9-11-20(14,6)25-18/h7,13-14H,1,8-12H2,2-6H3,(H,21,22)(H,23,24)
• InChI Key: SNSXKAUSYCGEJL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₅
• Molecular Weight: 352.50 g/mol
• Exact Mass: 352.22497412 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.12
• H-Bond Acceptor: 3
• 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	+	0.9286	92.86%
Caco-2	+	0.6444	64.44%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6746	67.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8906	89.06%
OATP1B3 inhibitior	+	0.9109	91.09%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6327	63.27%
P-glycoprotein inhibitior	-	0.7457	74.57%
P-glycoprotein substrate	-	0.8851	88.51%
CYP3A4 substrate	+	0.6099	60.99%
CYP2C9 substrate	-	0.6036	60.36%
CYP2D6 substrate	-	0.8666	86.66%
CYP3A4 inhibition	+	0.6631	66.31%
CYP2C9 inhibition	-	0.9167	91.67%
CYP2C19 inhibition	-	0.9158	91.58%
CYP2D6 inhibition	-	0.9587	95.87%
CYP1A2 inhibition	-	0.8576	85.76%
CYP2C8 inhibition	-	0.7630	76.30%
CYP inhibitory promiscuity	-	0.9393	93.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.7755	77.55%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.8862	88.62%
Skin irritation	-	0.5680	56.80%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6601	66.01%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5319	53.19%
skin sensitisation	-	0.6403	64.03%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.5741	57.41%
Acute Oral Toxicity (c)	III	0.7713	77.13%
Estrogen receptor binding	+	0.7227	72.27%
Androgen receptor binding	-	0.5367	53.67%
Thyroid receptor binding	+	0.6887	68.87%
Glucocorticoid receptor binding	+	0.7138	71.38%
Aromatase binding	+	0.6423	64.23%
PPAR gamma	-	0.5854	58.54%
Honey bee toxicity	-	0.8597	85.97%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9930	99.30%

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	96.34%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.86%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	91.07%	83.82%
CHEMBL2581	P07339	Cathepsin D	87.75%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	85.52%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.95%	93.04%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.95%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.76%	89.00%
CHEMBL1902	P62942	FK506-binding protein 1A	82.48%	97.05%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.02%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.27%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.73%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.40%	96.09%
CHEMBL5028	O14672	ADAM10	80.31%	97.50%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 14607453
• LOTUS: LTS0184659
• wikiData: Q105256668