(6S)-6-(2-hydroperoxypropan-2-yl)-3,9-dihydroxy-11-methoxy-10-[(E)-3-methylbut-1-enyl]-6,7-dihydrochromeno[3,2-d][1]benzoxepin-8-one

Details

• Internal ID: f663c9c6-3bcb-4f1b-82ce-8c877f95d46d
• Taxonomy: Organoheterocyclic compounds > Benzoxepines
• IUPAC Name: (6S)-6-(2-hydroperoxypropan-2-yl)-3,9-dihydroxy-11-methoxy-10-[(E)-3-methylbut-1-enyl]-6,7-dihydrochromeno[3,2-d][1]benzoxepin-8-one
• SMILES (Canonical): CC(C)C=CC1=C(C=C2C(=C1O)C(=O)C3=C(O2)C4=C(C=C(C=C4)O)OC(C3)C(C)(C)OO)OC
• SMILES (Isomeric): CC(C)/C=C/C1=C(C=C2C(=C1O)C(=O)C3=C(O2)C4=C(C=C(C=C4)O)O[C@@H](C3)C(C)(C)OO)OC
• InChI: InChI=1S/C26H28O8/c1-13(2)6-8-15-18(31-5)12-20-22(23(15)28)24(29)17-11-21(26(3,4)34-30)32-19-10-14(27)7-9-16(19)25(17)33-20/h6-10,12-13,21,27-28,30H,11H2,1-5H3/b8-6+/t21-/m0/s1
• InChI Key: UYYZSBJGWJNBMX-PVHVJQTOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₈
• Molecular Weight: 468.50 g/mol
• Exact Mass: 468.17841785 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 5.12
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9601	96.01%
Caco-2	-	0.6425	64.25%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6225	62.25%
OATP2B1 inhibitior	-	0.7186	71.86%
OATP1B1 inhibitior	+	0.8507	85.07%
OATP1B3 inhibitior	+	0.9603	96.03%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9018	90.18%
P-glycoprotein inhibitior	+	0.7842	78.42%
P-glycoprotein substrate	+	0.6548	65.48%
CYP3A4 substrate	+	0.6900	69.00%
CYP2C9 substrate	-	0.5802	58.02%
CYP2D6 substrate	-	0.8201	82.01%
CYP3A4 inhibition	-	0.6732	67.32%
CYP2C9 inhibition	-	0.8279	82.79%
CYP2C19 inhibition	+	0.5649	56.49%
CYP2D6 inhibition	-	0.6726	67.26%
CYP1A2 inhibition	+	0.5333	53.33%
CYP2C8 inhibition	+	0.7072	70.72%
CYP inhibitory promiscuity	-	0.5404	54.04%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5361	53.61%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.8124	81.24%
Skin irritation	-	0.7593	75.93%
Skin corrosion	-	0.9282	92.82%
Ames mutagenesis	+	0.6009	60.09%
Human Ether-a-go-go-Related Gene inhibition	-	0.6458	64.58%
Micronuclear	-	0.5041	50.41%
Hepatotoxicity	-	0.5572	55.72%
skin sensitisation	-	0.8359	83.59%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7865	78.65%
Acute Oral Toxicity (c)	III	0.5518	55.18%
Estrogen receptor binding	+	0.8738	87.38%
Androgen receptor binding	+	0.8081	80.81%
Thyroid receptor binding	+	0.6568	65.68%
Glucocorticoid receptor binding	+	0.8351	83.51%
Aromatase binding	+	0.6078	60.78%
PPAR gamma	+	0.8279	82.79%
Honey bee toxicity	-	0.6954	69.54%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9637	96.37%

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	98.27%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.49%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.55%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.59%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	95.16%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.12%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.04%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.35%	94.00%
CHEMBL2535	P11166	Glucose transporter	90.94%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	90.77%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.36%	89.62%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	89.80%	90.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.51%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.45%	95.89%
CHEMBL3194	P02766	Transthyretin	87.90%	90.71%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	87.49%	83.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.35%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.10%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.05%	96.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.24%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.23%	89.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.58%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.28%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.28%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.25%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.38%	99.23%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.04%	94.42%

Plants that contains it

• Artocarpus integer

Cross-Links

• PubChem: 162903223
• LOTUS: LTS0099845
• wikiData: Q105282054