2-[(2R,4aS,5R,6S,8aS)-5-(carboxymethyl)-2,5,8a-trimethyl-2-[(2S)-oxiran-2-yl]-3,4,4a,6,7,8-hexahydrochromen-6-yl]-2-methylpropanoic acid

Details

• Internal ID: 1cf6dece-00e0-49e5-b336-f75a853203f2
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: 2-[(2R,4aS,5R,6S,8aS)-5-(carboxymethyl)-2,5,8a-trimethyl-2-[(2S)-oxiran-2-yl]-3,4,4a,6,7,8-hexahydrochromen-6-yl]-2-methylpropanoic acid
• SMILES (Canonical): CC12CCC(C(C1CCC(O2)(C)C3CO3)(C)CC(=O)O)C(C)(C)C(=O)O
• SMILES (Isomeric): C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@](O2)(C)[C@@H]3CO3)(C)CC(=O)O)C(C)(C)C(=O)O
• InChI: InChI=1S/C20H32O6/c1-17(2,16(23)24)12-6-8-19(4)13(18(12,3)10-15(21)22)7-9-20(5,26-19)14-11-25-14/h12-14H,6-11H2,1-5H3,(H,21,22)(H,23,24)/t12-,13+,14+,18-,19+,20-/m1/s1
• InChI Key: OQHHMEQHMAJSTD-NTSZXJHNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₆
• Molecular Weight: 368.50 g/mol
• Exact Mass: 368.21988874 g/mol
• Topological Polar Surface Area (TPSA): 96.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.33
• H-Bond Acceptor: 4
• 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	+	0.8796	87.96%
Caco-2	+	0.6265	62.65%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8424	84.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8965	89.65%
OATP1B3 inhibitior	+	0.9034	90.34%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5971	59.71%
P-glycoprotein inhibitior	-	0.6671	66.71%
P-glycoprotein substrate	-	0.8390	83.90%
CYP3A4 substrate	+	0.5945	59.45%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.8624	86.24%
CYP3A4 inhibition	-	0.6764	67.64%
CYP2C9 inhibition	-	0.8330	83.30%
CYP2C19 inhibition	-	0.8963	89.63%
CYP2D6 inhibition	-	0.9520	95.20%
CYP1A2 inhibition	-	0.8506	85.06%
CYP2C8 inhibition	-	0.8282	82.82%
CYP inhibitory promiscuity	-	0.9458	94.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6787	67.87%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.8928	89.28%
Skin irritation	-	0.7251	72.51%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6137	61.37%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5944	59.44%
skin sensitisation	-	0.8595	85.95%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6299	62.99%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7854	78.54%
Acute Oral Toxicity (c)	III	0.4836	48.36%
Estrogen receptor binding	+	0.8441	84.41%
Androgen receptor binding	+	0.5297	52.97%
Thyroid receptor binding	+	0.6493	64.93%
Glucocorticoid receptor binding	+	0.7554	75.54%
Aromatase binding	+	0.6213	62.13%
PPAR gamma	-	0.4874	48.74%
Honey bee toxicity	-	0.9042	90.42%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9475	94.75%

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	98.47%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.30%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.15%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.00%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.08%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.18%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.14%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.98%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.91%	91.19%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.78%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.14%	99.23%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 162893181
• LOTUS: LTS0019956
• wikiData: Q105196808