Monascuskaochroman

Details

• Internal ID: ac9971d4-177b-4665-b43f-cb296a3dd6c8
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: 4-(2-hydroxypropan-2-yl)-2,3-dihydrochromene-4-carboxamide
• SMILES (Canonical): CC(C)(C1(CCOC2=CC=CC=C21)C(=O)N)O
• SMILES (Isomeric): CC(C)(C1(CCOC2=CC=CC=C21)C(=O)N)O
• InChI: InChI=1S/C13H17NO3/c1-12(2,16)13(11(14)15)7-8-17-10-6-4-3-5-9(10)13/h3-6,16H,7-8H2,1-2H3,(H2,14,15)
• InChI Key: SGSMPPSRPJMXSX-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₇NO₃
• Molecular Weight: 235.28 g/mol
• Exact Mass: 235.12084340 g/mol
• Topological Polar Surface Area (TPSA): 72.60 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.96
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• (4rs)-4-(1-hydroxy-1-methyl-ethyl)-chroman-4-carboxylic acid amide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9759	97.59%
Caco-2	+	0.8219	82.19%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6932	69.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9507	95.07%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8428	84.28%
P-glycoprotein inhibitior	-	0.9826	98.26%
P-glycoprotein substrate	-	0.8681	86.81%
CYP3A4 substrate	-	0.5389	53.89%
CYP2C9 substrate	-	0.6027	60.27%
CYP2D6 substrate	-	0.7736	77.36%
CYP3A4 inhibition	-	0.9572	95.72%
CYP2C9 inhibition	-	0.7158	71.58%
CYP2C19 inhibition	-	0.6559	65.59%
CYP2D6 inhibition	-	0.8679	86.79%
CYP1A2 inhibition	+	0.5113	51.13%
CYP2C8 inhibition	-	0.8005	80.05%
CYP inhibitory promiscuity	-	0.6810	68.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6328	63.28%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9224	92.24%
Skin irritation	-	0.8034	80.34%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5788	57.88%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	-	0.8439	84.39%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.4498	44.98%
Acute Oral Toxicity (c)	III	0.6278	62.78%
Estrogen receptor binding	-	0.5463	54.63%
Androgen receptor binding	+	0.6950	69.50%
Thyroid receptor binding	-	0.4946	49.46%
Glucocorticoid receptor binding	-	0.7914	79.14%
Aromatase binding	-	0.7390	73.90%
PPAR gamma	-	0.4875	48.75%
Honey bee toxicity	-	0.9564	95.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.6357	63.57%

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	95.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.66%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.78%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.89%	86.33%
CHEMBL4208	P20618	Proteasome component C5	85.57%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	84.79%	94.73%
CHEMBL2581	P07339	Cathepsin D	83.77%	98.95%
CHEMBL5028	O14672	ADAM10	83.39%	97.50%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.72%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.68%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 129882155
• LOTUS: LTS0044063
• wikiData: Q77384632