5-[(4-Amino-5-hydroxy-4,6-dimethyloxan-2-yl)oxymethyl]-10-[5-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-4-(dimethylamino)-6-methyloxan-2-yl]-2-(2,3-dimethyloxiran-2-yl)-11-hydroxynaphtho[2,3-h]chromene-4,7,12-trione

Details

• Internal ID: 4ee9033f-87ed-46fd-8f28-550783f70a0c
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones > Naphthopyranone glycosides
• IUPAC Name: 5-[(4-amino-5-hydroxy-4,6-dimethyloxan-2-yl)oxymethyl]-10-[5-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-4-(dimethylamino)-6-methyloxan-2-yl]-2-(2,3-dimethyloxiran-2-yl)-11-hydroxynaphtho[2,3-h]chromene-4,7,12-trione
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2N(C)C)C3=C(C4=C(C=C3)C(=O)C5=C(C4=O)C6=C(C(=C5)COC7CC(C(C(O7)C)O)(C)N)C(=O)C=C(O6)C8(C(O8)C)C)O)C)O)O
• SMILES (Isomeric): CC1C(C(CC(O1)OC2C(OC(CC2N(C)C)C3=C(C4=C(C=C3)C(=O)C5=C(C4=O)C6=C(C(=C5)COC7CC(C(C(O7)C)O)(C)N)C(=O)C=C(O6)C8(C(O8)C)C)O)C)O)O
• InChI: InChI=1S/C43H54N2O14/c1-17-35(48)27(47)14-30(55-17)58-39-18(2)54-28(12-25(39)45(7)8)22-9-10-23-33(37(22)50)38(51)34-24(36(23)49)11-21(16-53-31-15-42(5,44)41(52)19(3)56-31)32-26(46)13-29(57-40(32)34)43(6)20(4)59-43/h9-11,13,17-20,25,27-28,30-31,35,39,41,47-48,50,52H,12,14-16,44H2,1-8H3
• InChI Key: OHQJVUUBNSMDMH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₅₄N₂O₁₄
• Molecular Weight: 822.90 g/mol
• Exact Mass: 822.35750440 g/mol
• Topological Polar Surface Area (TPSA): 229.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 16
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6543	65.43%
Caco-2	-	0.8615	86.15%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.4705	47.05%
OATP2B1 inhibitior	-	0.7141	71.41%
OATP1B1 inhibitior	+	0.8393	83.93%
OATP1B3 inhibitior	+	0.8950	89.50%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8752	87.52%
P-glycoprotein inhibitior	+	0.7417	74.17%
P-glycoprotein substrate	+	0.8672	86.72%
CYP3A4 substrate	+	0.7380	73.80%
CYP2C9 substrate	-	0.8234	82.34%
CYP2D6 substrate	-	0.8221	82.21%
CYP3A4 inhibition	-	0.5218	52.18%
CYP2C9 inhibition	-	0.8560	85.60%
CYP2C19 inhibition	-	0.8623	86.23%
CYP2D6 inhibition	-	0.8496	84.96%
CYP1A2 inhibition	-	0.7736	77.36%
CYP2C8 inhibition	+	0.6492	64.92%
CYP inhibitory promiscuity	-	0.9406	94.06%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5431	54.31%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9114	91.14%
Skin irritation	-	0.7900	79.00%
Skin corrosion	-	0.9291	92.91%
Ames mutagenesis	+	0.7446	74.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.6473	64.73%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.6191	61.91%
skin sensitisation	-	0.8680	86.80%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8351	83.51%
Acute Oral Toxicity (c)	III	0.5351	53.51%
Estrogen receptor binding	+	0.8452	84.52%
Androgen receptor binding	+	0.7652	76.52%
Thyroid receptor binding	+	0.6002	60.02%
Glucocorticoid receptor binding	+	0.7889	78.89%
Aromatase binding	+	0.6772	67.72%
PPAR gamma	+	0.8114	81.14%
Honey bee toxicity	-	0.6504	65.04%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9516	95.16%

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	99.88%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.74%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.61%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.82%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	95.09%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.69%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.40%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.58%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.47%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.71%	95.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	90.94%	97.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.64%	100.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	90.05%	94.42%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.32%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.59%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	87.11%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.97%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.07%	99.17%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.97%	96.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.02%	99.23%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.75%	85.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.71%	92.94%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.55%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.49%	96.95%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.33%	95.83%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.89%	90.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.32%	89.34%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.12%	92.88%
CHEMBL284	P27487	Dipeptidyl peptidase IV	80.09%	95.69%

Plants that contains it

• Lordhowea insularis

Cross-Links

• PubChem: 9875831
• LOTUS: LTS0255620
• wikiData: Q105342264