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(13R,21R,22S,24R)-8-chloro-3,22,28-trihydroxy-21,24-dimethoxy-7-methyl-6-[(E)-3-oxobutan-2-ylideneamino]-14,16,19-trioxa-6-azaheptacyclo[15.11.1.02,11.04,9.013,29.018,27.020,25]nonacosa-1(29),2,4(9),7,10,17,20(25),27-octaene-5,26-dione

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID d142f452-5bb6-4f9e-93b6-fc266534aca4
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
IUPAC Name (13R,21R,22S,24R)-8-chloro-3,22,28-trihydroxy-21,24-dimethoxy-7-methyl-6-[(E)-3-oxobutan-2-ylideneamino]-14,16,19-trioxa-6-azaheptacyclo[15.11.1.02,11.04,9.013,29.018,27.020,25]nonacosa-1(29),2,4(9),7,10,17,20(25),27-octaene-5,26-dione
SMILES (Canonical) CC1=C(C2=C(C(=C3C(=C2)CC4C5=C3C(=C6C(=C5OCO4)OC7=C(C6=O)C(CC(C7OC)O)OC)O)O)C(=O)N1N=C(C)C(=O)C)Cl
SMILES (Isomeric) CC1=C(C2=C(C(=C3C(=C2)C[C@@H]4C5=C3C(=C6C(=C5OCO4)OC7=C(C6=O)[C@@H](C[C@@H]([C@H]7OC)O)OC)O)O)C(=O)N1/N=C(\C)/C(=O)C)Cl
InChI InChI=1S/C32H29ClN2O11/c1-10(12(3)36)34-35-11(2)24(33)14-6-13-7-17-20-22(18(13)25(38)19(14)32(35)41)27(40)23-26(39)21-16(42-4)8-15(37)28(43-5)30(21)46-31(23)29(20)45-9-44-17/h6,15-17,28,37-38,40H,7-9H2,1-5H3/b34-10+/t15-,16+,17+,28+/m0/s1
InChI Key NVXGLELRUORICC-BPOSDZQUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H29ClN2O11
Molecular Weight 653.00 g/mol
Exact Mass 652.1459874 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 4.06
H-Bond Acceptor 13
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (13R,21R,22S,24R)-8-chloro-3,22,28-trihydroxy-21,24-dimethoxy-7-methyl-6-[(E)-3-oxobutan-2-ylideneamino]-14,16,19-trioxa-6-azaheptacyclo[15.11.1.02,11.04,9.013,29.018,27.020,25]nonacosa-1(29),2,4(9),7,10,17,20(25),27-octaene-5,26-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7594 75.94%
Caco-2 - 0.8268 82.68%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.3405 34.05%
OATP2B1 inhibitior - 0.7197 71.97%
OATP1B1 inhibitior + 0.8176 81.76%
OATP1B3 inhibitior + 0.9306 93.06%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8764 87.64%
P-glycoprotein inhibitior + 0.7411 74.11%
P-glycoprotein substrate + 0.7096 70.96%
CYP3A4 substrate + 0.7317 73.17%
CYP2C9 substrate + 0.8098 80.98%
CYP2D6 substrate - 0.8688 86.88%
CYP3A4 inhibition + 0.5648 56.48%
CYP2C9 inhibition - 0.6537 65.37%
CYP2C19 inhibition - 0.6436 64.36%
CYP2D6 inhibition - 0.8614 86.14%
CYP1A2 inhibition - 0.6643 66.43%
CYP2C8 inhibition + 0.7468 74.68%
CYP inhibitory promiscuity - 0.6529 65.29%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.6838 68.38%
Carcinogenicity (trinary) Non-required 0.5295 52.95%
Eye corrosion - 0.9815 98.15%
Eye irritation - 0.9332 93.32%
Skin irritation - 0.7902 79.02%
Skin corrosion - 0.9338 93.38%
Ames mutagenesis + 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4557 45.57%
Micronuclear + 0.7800 78.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8514 85.14%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.7417 74.17%
Acute Oral Toxicity (c) III 0.5977 59.77%
Estrogen receptor binding + 0.7844 78.44%
Androgen receptor binding + 0.7763 77.63%
Thyroid receptor binding + 0.6141 61.41%
Glucocorticoid receptor binding + 0.7776 77.76%
Aromatase binding + 0.7477 74.77%
PPAR gamma + 0.6915 69.15%
Honey bee toxicity - 0.6352 63.52%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9663 96.63%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 99.70% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.91% 94.45%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 96.21% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 96.09% 96.95%
CHEMBL2581 P07339 Cathepsin D 95.93% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.94% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.42% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.67% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.50% 96.09%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 91.40% 95.34%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.65% 86.33%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 90.47% 94.42%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.09% 95.89%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 87.92% 96.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 87.55% 89.34%
CHEMBL2056 P21728 Dopamine D1 receptor 86.40% 91.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.19% 96.77%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.24% 92.62%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 85.11% 85.94%
CHEMBL4805 Q99572 P2X purinoceptor 7 84.79% 97.50%
CHEMBL3401 O75469 Pregnane X receptor 84.14% 94.73%
CHEMBL340 P08684 Cytochrome P450 3A4 82.83% 91.19%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 82.15% 92.29%
CHEMBL5314 Q06418 Tyrosine-protein kinase receptor TYRO3 81.36% 96.00%
CHEMBL217 P14416 Dopamine D2 receptor 80.16% 95.62%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 163185612
LOTUS LTS0023985
wikiData Q105186460