2-[5-(Carboxymethyl)-2-(2-chloro-1-hydroxyethyl)-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydrochromen-6-yl]-2-methylpropanoic acid

Details

• Internal ID: 942795ac-0938-4796-bc7c-09ed3016b6ae
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: 2-[5-(carboxymethyl)-2-(2-chloro-1-hydroxyethyl)-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydrochromen-6-yl]-2-methylpropanoic acid
• InChI: InChI=1S/C20H33ClO6/c1-17(2,16(25)26)12-6-8-19(4)13(18(12,3)10-15(23)24)7-9-20(5,27-19)14(22)11-21/h12-14,22H,6-11H2,1-5H3,(H,23,24)(H,25,26)
• InChI Key: BKRUBSVLDZLXMF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₃ClO₆
• Molecular Weight: 404.90 g/mol
• Exact Mass: 404.1965665 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9386	93.86%
Caco-2	+	0.5372	53.72%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8336	83.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8876	88.76%
OATP1B3 inhibitior	+	0.8965	89.65%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6004	60.04%
P-glycoprotein inhibitior	-	0.7201	72.01%
P-glycoprotein substrate	-	0.8239	82.39%
CYP3A4 substrate	+	0.6271	62.71%
CYP2C9 substrate	-	0.6415	64.15%
CYP2D6 substrate	-	0.8415	84.15%
CYP3A4 inhibition	-	0.5525	55.25%
CYP2C9 inhibition	-	0.8742	87.42%
CYP2C19 inhibition	-	0.8803	88.03%
CYP2D6 inhibition	-	0.9419	94.19%
CYP1A2 inhibition	-	0.8397	83.97%
CYP2C8 inhibition	-	0.7918	79.18%
CYP inhibitory promiscuity	-	0.9640	96.40%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.7253	72.53%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.9110	91.10%
Skin irritation	-	0.6897	68.97%
Skin corrosion	-	0.9219	92.19%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5455	54.55%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5091	50.91%
skin sensitisation	-	0.7811	78.11%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.4699	46.99%
Acute Oral Toxicity (c)	III	0.6254	62.54%
Estrogen receptor binding	+	0.8331	83.31%
Androgen receptor binding	-	0.5162	51.62%
Thyroid receptor binding	+	0.6566	65.66%
Glucocorticoid receptor binding	+	0.8114	81.14%
Aromatase binding	+	0.7019	70.19%
PPAR gamma	+	0.5181	51.81%
Honey bee toxicity	-	0.8503	85.03%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.9757	97.57%

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	99.09%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.44%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.58%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.02%	96.61%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.43%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.15%	96.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.77%	93.04%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.57%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.88%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.08%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	80.50%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.27%	85.14%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 162882208
• LOTUS: LTS0236904
• wikiData: Q104937755