Swerilactone N

Details

• Internal ID: 04409826-03dd-44e6-ae43-7ca16375ae9b
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: 5-[(1S)-1-hydroxy-3-oxobutyl]-3,4-dihydroisochromen-1-one
• SMILES (Canonical): CC(=O)CC(C1=CC=CC2=C1CCOC2=O)O
• SMILES (Isomeric): CC(=O)C[C@@H](C1=CC=CC2=C1CCOC2=O)O
• InChI: InChI=1S/C13H14O4/c1-8(14)7-12(15)10-3-2-4-11-9(10)5-6-17-13(11)16/h2-4,12,15H,5-7H2,1H3/t12-/m0/s1
• InChI Key: JUHKDTASENLCRJ-LBPRGKRZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₄
• Molecular Weight: 234.25 g/mol
• Exact Mass: 234.08920892 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• RefChem:186891
• GlyTouCan:G04046UA
• G04046UA
• 5-((1S)-1-hydroxy-3-oxobutyl)-3,4-dihydroisochromen-1-one
• CHEBI:69298
• CHEMBL1817921
• Q27137640

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9403	94.03%
Caco-2	-	0.5228	52.28%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7897	78.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9578	95.78%
OATP1B3 inhibitior	+	0.9645	96.45%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6447	64.47%
P-glycoprotein inhibitior	-	0.9635	96.35%
P-glycoprotein substrate	-	0.7592	75.92%
CYP3A4 substrate	+	0.5218	52.18%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8379	83.79%
CYP3A4 inhibition	-	0.6551	65.51%
CYP2C9 inhibition	-	0.7388	73.88%
CYP2C19 inhibition	-	0.7046	70.46%
CYP2D6 inhibition	-	0.8818	88.18%
CYP1A2 inhibition	-	0.5335	53.35%
CYP2C8 inhibition	-	0.9175	91.75%
CYP inhibitory promiscuity	-	0.9572	95.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6978	69.78%
Eye corrosion	-	0.9819	98.19%
Eye irritation	+	0.6207	62.07%
Skin irritation	-	0.7734	77.34%
Skin corrosion	-	0.9485	94.85%
Ames mutagenesis	-	0.5237	52.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6201	62.01%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5630	56.30%
skin sensitisation	-	0.9038	90.38%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7112	71.12%
Acute Oral Toxicity (c)	III	0.4471	44.71%
Estrogen receptor binding	+	0.6678	66.78%
Androgen receptor binding	-	0.4937	49.37%
Thyroid receptor binding	-	0.7777	77.77%
Glucocorticoid receptor binding	-	0.5269	52.69%
Aromatase binding	-	0.8395	83.95%
PPAR gamma	-	0.6195	61.95%
Honey bee toxicity	-	0.9529	95.29%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.7946	79.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.67%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.68%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.75%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.07%	95.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	90.82%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.38%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.00%	96.77%
CHEMBL2535	P11166	Glucose transporter	85.17%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.55%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.02%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53494394
• NPASS: NPC223351
• LOTUS: LTS0117167
• wikiData: Q27137640