(1aS,4S,4aS,6S,8R,8aS)-4-(furan-3-yl)-6-hydroxy-4a,8-dimethyl-1a,4,5,6,7,8-hexahydrooxireno[2,3-d]isochromen-2-one

Details

• Internal ID: e8d8cce4-e80e-46d6-803a-71a00f736c73
• Taxonomy: Organoheterocyclic compounds > Dioxepanes > 1,4-dioxepanes
• IUPAC Name: (1aS,4S,4aS,6S,8R,8aS)-4-(furan-3-yl)-6-hydroxy-4a,8-dimethyl-1a,4,5,6,7,8-hexahydrooxireno[2,3-d]isochromen-2-one
• SMILES (Canonical): CC1CC(CC2(C13C(O3)C(=O)OC2C4=COC=C4)C)O
• SMILES (Isomeric): C[C@@H]1C[C@@H](C[C@@]2([C@]13[C@H](O3)C(=O)O[C@H]2C4=COC=C4)C)O
• InChI: InChI=1S/C15H18O5/c1-8-5-10(16)6-14(2)11(9-3-4-18-7-9)19-13(17)12-15(8,14)20-12/h3-4,7-8,10-12,16H,5-6H2,1-2H3/t8-,10+,11+,12-,14+,15-/m1/s1
• InChI Key: MZTXXUYQONWXTD-RRCQKJJWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 72.20 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9729	97.29%
Caco-2	+	0.6034	60.34%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6305	63.05%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.7234	72.34%
OATP1B3 inhibitior	+	0.8113	81.13%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8899	88.99%
P-glycoprotein inhibitior	-	0.9187	91.87%
P-glycoprotein substrate	-	0.7081	70.81%
CYP3A4 substrate	+	0.5986	59.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8019	80.19%
CYP3A4 inhibition	+	0.7767	77.67%
CYP2C9 inhibition	-	0.8698	86.98%
CYP2C19 inhibition	-	0.8271	82.71%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.8846	88.46%
CYP2C8 inhibition	-	0.7942	79.42%
CYP inhibitory promiscuity	-	0.9490	94.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4735	47.35%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9837	98.37%
Skin irritation	-	0.6800	68.00%
Skin corrosion	-	0.9052	90.52%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5622	56.22%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8008	80.08%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5669	56.69%
Acute Oral Toxicity (c)	III	0.3612	36.12%
Estrogen receptor binding	+	0.7102	71.02%
Androgen receptor binding	+	0.6744	67.44%
Thyroid receptor binding	-	0.7277	72.77%
Glucocorticoid receptor binding	-	0.6299	62.99%
Aromatase binding	-	0.5622	56.22%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8503	85.03%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.8953	89.53%

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	97.56%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.40%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.20%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.26%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.37%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.94%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.40%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.60%	99.23%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.90%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.87%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.84%	95.56%

Plants that contains it

• Dysoxylum densiflorum

Cross-Links

• PubChem: 102027798
• LOTUS: LTS0205753
• wikiData: Q105176053