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methyl (1S,12S,15S,16S,17S,21S)-13-oxo-17-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14,18-dioxa-3,23-diazahexacyclo[13.7.2.02,10.04,9.012,23.016,21]tetracosa-2(10),4,6,8,19-pentaene-20-carboxylate

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 04cb86d4-52d9-4159-9030-42d1a0357d7c
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
IUPAC Name methyl (1S,12S,15S,16S,17S,21S)-13-oxo-17-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14,18-dioxa-3,23-diazahexacyclo[13.7.2.02,10.04,9.012,23.016,21]tetracosa-2(10),4,6,8,19-pentaene-20-carboxylate
SMILES (Canonical) COC(=O)C1=COC(C2C1CC3C4=C(CC5N3CC2OC5=O)C6=CC=CC=C6N4)OC7C(C(C(C(O7)CO)O)O)O
SMILES (Isomeric) COC(=O)C1=CO[C@H]([C@H]2[C@@H]1C[C@H]3C4=C(C[C@@H]5N3C[C@H]2OC5=O)C6=CC=CC=C6N4)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
InChI InChI=1S/C28H32N2O11/c1-37-25(35)14-10-38-27(41-28-24(34)23(33)22(32)19(9-31)40-28)20-12(14)6-16-21-13(11-4-2-3-5-15(11)29-21)7-17-26(36)39-18(20)8-30(16)17/h2-5,10,12,16-20,22-24,27-29,31-34H,6-9H2,1H3/t12-,16+,17+,18-,19-,20+,22-,23+,24-,27+,28+/m1/s1
InChI Key BWFRUHLJKZUWMA-FXEHLFFVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H32N2O11
Molecular Weight 572.60 g/mol
Exact Mass 572.20060984 g/mol
Topological Polar Surface Area (TPSA) 180.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -0.77
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,12S,15S,16S,17S,21S)-13-oxo-17-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14,18-dioxa-3,23-diazahexacyclo[13.7.2.02,10.04,9.012,23.016,21]tetracosa-2(10),4,6,8,19-pentaene-20-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6468 64.68%
Caco-2 - 0.8439 84.39%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Nucleus 0.4855 48.55%
OATP2B1 inhibitior - 0.8628 86.28%
OATP1B1 inhibitior + 0.7609 76.09%
OATP1B3 inhibitior + 0.9352 93.52%
MATE1 inhibitior - 0.9420 94.20%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9247 92.47%
P-glycoprotein inhibitior + 0.6110 61.10%
P-glycoprotein substrate + 0.6516 65.16%
CYP3A4 substrate + 0.7337 73.37%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8269 82.69%
CYP3A4 inhibition - 0.9409 94.09%
CYP2C9 inhibition - 0.7645 76.45%
CYP2C19 inhibition - 0.8285 82.85%
CYP2D6 inhibition - 0.8410 84.10%
CYP1A2 inhibition - 0.7577 75.77%
CYP2C8 inhibition + 0.6372 63.72%
CYP inhibitory promiscuity - 0.7737 77.37%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5920 59.20%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9607 96.07%
Skin irritation - 0.7709 77.09%
Skin corrosion - 0.9354 93.54%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8077 80.77%
Micronuclear + 0.8600 86.00%
Hepatotoxicity - 0.5821 58.21%
skin sensitisation - 0.8558 85.58%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.7675 76.75%
Acute Oral Toxicity (c) III 0.5958 59.58%
Estrogen receptor binding + 0.8312 83.12%
Androgen receptor binding + 0.7051 70.51%
Thyroid receptor binding - 0.5521 55.21%
Glucocorticoid receptor binding + 0.5648 56.48%
Aromatase binding - 0.5575 55.75%
PPAR gamma + 0.6903 69.03%
Honey bee toxicity - 0.7612 76.12%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.8122 81.22%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.40% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.09% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.94% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.48% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.47% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.70% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.09% 94.45%
CHEMBL2717 Q9HCR9 Phosphodiesterase 11A 88.22% 85.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.22% 95.56%
CHEMBL220 P22303 Acetylcholinesterase 87.80% 94.45%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 87.49% 95.83%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.47% 99.23%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.35% 86.92%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.04% 90.08%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.88% 99.17%
CHEMBL5028 O14672 ADAM10 83.79% 97.50%
CHEMBL3401 O75469 Pregnane X receptor 82.88% 94.73%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.35% 96.61%
CHEMBL4040 P28482 MAP kinase ERK2 80.98% 83.82%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.56% 86.33%

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.
Adina eurhyncha

Cross-Links

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PubChem 21769043
LOTUS LTS0148353
wikiData Q104947213