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

Details

• Internal ID: 03daa53e-ed34-4426-adff-2253cae63488
• Taxonomy: Organoheterocyclic compounds > Benzoxepines
• IUPAC Name: (6R)-3,9-dihydroxy-6-(2-hydroxypropan-2-yl)-11-methoxy-10-(3-methylbut-2-enyl)-6,7-dihydrochromeno[3,2-d][1]benzoxepin-8-one
• SMILES (Canonical): CC(=CCC1=C(C=C2C(=C1O)C(=O)C3=C(O2)C4=C(C=C(C=C4)O)OC(C3)C(C)(C)O)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C=C2C(=C1O)C(=O)C3=C(O2)C4=C(C=C(C=C4)O)O[C@H](C3)C(C)(C)O)OC)C
• InChI: InChI=1S/C26H28O7/c1-13(2)6-8-15-18(31-5)12-20-22(23(15)28)24(29)17-11-21(26(3,4)30)32-19-10-14(27)7-9-16(19)25(17)33-20/h6-7,9-10,12,21,27-28,30H,8,11H2,1-5H3/t21-/m1/s1
• InChI Key: AZRHPJPAQJTIOC-OAQYLSRUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₇
• Molecular Weight: 452.50 g/mol
• Exact Mass: 452.18350323 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.46
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9888	98.88%
Caco-2	-	0.6554	65.54%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5866	58.66%
OATP2B1 inhibitior	-	0.7113	71.13%
OATP1B1 inhibitior	+	0.8460	84.60%
OATP1B3 inhibitior	+	0.8335	83.35%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9674	96.74%
P-glycoprotein inhibitior	+	0.7539	75.39%
P-glycoprotein substrate	+	0.6715	67.15%
CYP3A4 substrate	+	0.6927	69.27%
CYP2C9 substrate	-	0.5948	59.48%
CYP2D6 substrate	-	0.8240	82.40%
CYP3A4 inhibition	-	0.8259	82.59%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.7413	74.13%
CYP2D6 inhibition	-	0.7365	73.65%
CYP1A2 inhibition	-	0.5607	56.07%
CYP2C8 inhibition	+	0.7653	76.53%
CYP inhibitory promiscuity	+	0.5221	52.21%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6592	65.92%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.7302	73.02%
Skin irritation	-	0.7553	75.53%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4471	44.71%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.7473	74.73%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7549	75.49%
Acute Oral Toxicity (c)	III	0.5953	59.53%
Estrogen receptor binding	+	0.9027	90.27%
Androgen receptor binding	+	0.7727	77.27%
Thyroid receptor binding	+	0.6510	65.10%
Glucocorticoid receptor binding	+	0.8670	86.70%
Aromatase binding	+	0.7858	78.58%
PPAR gamma	+	0.8617	86.17%
Honey bee toxicity	-	0.6947	69.47%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9711	97.11%

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	99.59%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.12%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.93%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.31%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	95.09%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.73%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	92.50%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.47%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.18%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.45%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.56%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.56%	96.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.88%	89.50%
CHEMBL3194	P02766	Transthyretin	86.13%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.85%	95.56%
CHEMBL2535	P11166	Glucose transporter	85.13%	98.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.39%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.54%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.90%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.60%	96.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.39%	97.14%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.01%	96.90%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.72%	89.62%

Plants that contains it

• Artocarpus heterophyllus

Cross-Links

• PubChem: 163057022
• LOTUS: LTS0148982
• wikiData: Q104921885