Erinachromane A

Details

• Internal ID: 66ba5ab2-4d6a-40d2-a862-c01b801b6776
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: methyl (4S)-4-hydroxy-2,2-dimethyl-3,4-dihydrochromene-6-carboxylate
• SMILES (Canonical): CC1(CC(C2=C(O1)C=CC(=C2)C(=O)OC)O)C
• SMILES (Isomeric): CC1(C[C@@H](C2=C(O1)C=CC(=C2)C(=O)OC)O)C
• InChI: InChI=1S/C13H16O4/c1-13(2)7-10(14)9-6-8(12(15)16-3)4-5-11(9)17-13/h4-6,10,14H,7H2,1-3H3/t10-/m0/s1
• InChI Key: WMJRYJMIXNSYGW-JTQLQIEISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.26 g/mol
• Exact Mass: 236.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• methyl (4S)-4-hydroxy-2,2-dimethyl-3,4-dihydrochromene-6-carboxylate
• RefChem:137604
• Methyl (4S)-4-hydroxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-6-carboxylic acid
• CHEBI:206668

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9862	98.62%
Caco-2	+	0.6705	67.05%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6491	64.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9363	93.63%
OATP1B3 inhibitior	+	0.9682	96.82%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9071	90.71%
P-glycoprotein inhibitior	-	0.9331	93.31%
P-glycoprotein substrate	-	0.8683	86.83%
CYP3A4 substrate	+	0.5867	58.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7086	70.86%
CYP3A4 inhibition	-	0.8258	82.58%
CYP2C9 inhibition	-	0.8523	85.23%
CYP2C19 inhibition	-	0.7985	79.85%
CYP2D6 inhibition	-	0.8231	82.31%
CYP1A2 inhibition	-	0.5166	51.66%
CYP2C8 inhibition	+	0.6243	62.43%
CYP inhibitory promiscuity	-	0.9334	93.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9113	91.13%
Carcinogenicity (trinary)	Non-required	0.5498	54.98%
Eye corrosion	-	0.9757	97.57%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.7626	76.26%
Skin corrosion	-	0.9593	95.93%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6243	62.43%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8469	84.69%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5174	51.74%
Acute Oral Toxicity (c)	III	0.6295	62.95%
Estrogen receptor binding	+	0.5542	55.42%
Androgen receptor binding	-	0.6985	69.85%
Thyroid receptor binding	-	0.5459	54.59%
Glucocorticoid receptor binding	-	0.6673	66.73%
Aromatase binding	-	0.4929	49.29%
PPAR gamma	-	0.6111	61.11%
Honey bee toxicity	-	0.8871	88.71%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.7999	79.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.50%	96.09%
CHEMBL4208	P20618	Proteasome component C5	88.91%	90.00%
CHEMBL240	Q12809	HERG	86.10%	89.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.54%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.35%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.29%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.13%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.79%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.49%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.21%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	80.50%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682718
• LOTUS: LTS0068369
• wikiData: Q105308623