20-Chloro-5,8,12-trihydroxy-13-methoxy-22-methyl-21-propyl-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-3-oxa-22-azahexacyclo[12.12.0.02,11.04,9.017,26.019,24]hexacosa-1(14),2(11),4(9),12,15,17(26),19(24),20-octaene-10,18,23,25-tetrone

Details

• Internal ID: ac3416fd-5974-465d-a491-3d9aaf754aa3
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones > Naphthopyranone glycosides
• IUPAC Name: 20-chloro-5,8,12-trihydroxy-13-methoxy-22-methyl-21-propyl-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-3-oxa-22-azahexacyclo[12.12.0.02,11.04,9.017,26.019,24]hexacosa-1(14),2(11),4(9),12,15,17(26),19(24),20-octaene-10,18,23,25-tetrone
• SMILES (Canonical): CCCC1=C(C2=C(C(=O)C3=C(C2=O)C=CC4=C3C5=C(C(=C4OC)O)C(=O)C6=C(O5)C(CC(C6O)OC7C(C(C(C(O7)C)O)O)O)O)C(=O)N1C)Cl
• SMILES (Isomeric): CCCC1=C(C2=C(C(=O)C3=C(C2=O)C=CC4=C3C5=C(C(=C4OC)O)C(=O)C6=C(O5)C(CC(C6O)OC7C(C(C(C(O7)C)O)O)O)O)C(=O)N1C)Cl
• InChI: InChI=1S/C35H34ClNO14/c1-5-6-13-22(36)18-19(34(47)37(13)3)26(42)16-11(24(18)40)7-8-12-17(16)33-21(28(44)31(12)48-4)27(43)20-25(41)15(9-14(38)32(20)51-33)50-35-30(46)29(45)23(39)10(2)49-35/h7-8,10,14-15,23,25,29-30,35,38-39,41,44-46H,5-6,9H2,1-4H3
• InChI Key: FTYRBFHXXGJYJI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₄ClNO₁₄
• Molecular Weight: 728.10 g/mol
• Exact Mass: 727.1667825 g/mol
• Topological Polar Surface Area (TPSA): 230.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.42
• H-Bond Acceptor: 15
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8067	80.67%
Caco-2	-	0.8664	86.64%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Lysosomes	0.4495	44.95%
OATP2B1 inhibitior	-	0.5725	57.25%
OATP1B1 inhibitior	+	0.8186	81.86%
OATP1B3 inhibitior	+	0.9173	91.73%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8072	80.72%
BSEP inhibitior	+	0.7490	74.90%
P-glycoprotein inhibitior	+	0.6708	67.08%
P-glycoprotein substrate	+	0.8121	81.21%
CYP3A4 substrate	+	0.7376	73.76%
CYP2C9 substrate	+	0.5497	54.97%
CYP2D6 substrate	-	0.8589	85.89%
CYP3A4 inhibition	-	0.8481	84.81%
CYP2C9 inhibition	-	0.7966	79.66%
CYP2C19 inhibition	-	0.7742	77.42%
CYP2D6 inhibition	-	0.8881	88.81%
CYP1A2 inhibition	-	0.6910	69.10%
CYP2C8 inhibition	+	0.7568	75.68%
CYP inhibitory promiscuity	-	0.8058	80.58%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Danger	0.4676	46.76%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9241	92.41%
Skin irritation	-	0.7924	79.24%
Skin corrosion	-	0.9319	93.19%
Ames mutagenesis	+	0.5446	54.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4280	42.80%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5731	57.31%
skin sensitisation	-	0.8666	86.66%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8578	85.78%
Acute Oral Toxicity (c)	III	0.6019	60.19%
Estrogen receptor binding	+	0.8231	82.31%
Androgen receptor binding	+	0.6327	63.27%
Thyroid receptor binding	+	0.5692	56.92%
Glucocorticoid receptor binding	+	0.6922	69.22%
Aromatase binding	+	0.7183	71.83%
PPAR gamma	+	0.7031	70.31%
Honey bee toxicity	-	0.6777	67.77%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.8644	86.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.18%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.73%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.56%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.87%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.43%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.57%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.36%	86.33%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	93.80%	85.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.92%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.32%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.17%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.09%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.99%	96.09%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	90.68%	98.46%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.45%	86.92%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	89.90%	95.34%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.89%	96.77%
CHEMBL3820	P35557	Hexokinase type IV	84.54%	91.96%
CHEMBL226	P30542	Adenosine A1 receptor	84.41%	95.93%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	84.41%	97.31%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.40%	94.42%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.17%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.75%	97.33%
CHEMBL1871	P10275	Androgen Receptor	82.41%	96.43%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.09%	96.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.70%	96.67%
CHEMBL255	P29275	Adenosine A2b receptor	81.40%	98.59%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.19%	92.62%
CHEMBL5905	Q04828	Aldo-keto reductase family 1 member C1	80.02%	91.79%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162873851
• LOTUS: LTS0246278
• wikiData: Q104166771