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methyl (1S,15S,16S,17S,21S)-17-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-18,23-dioxa-3,13-diazahexacyclo[13.7.1.01,13.02,10.04,9.016,21]tricosa-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 ad3137ef-eb8b-40d9-8acb-82e7a237d639
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
IUPAC Name methyl (1S,15S,16S,17S,21S)-17-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-18,23-dioxa-3,13-diazahexacyclo[13.7.1.01,13.02,10.04,9.016,21]tricosa-2(10),4,6,8,19-pentaene-20-carboxylate
SMILES (Canonical) COC(=O)C1=COC(C2C1CC34C5=C(CCN3CC2O4)C6=CC=CC=C6N5)OC7C(C(C(C(O7)CO)O)O)O
SMILES (Isomeric) COC(=O)C1=CO[C@H]([C@H]2[C@@H]1C[C@]34C5=C(CCN3C[C@H]2O4)C6=CC=CC=C6N5)O[C@@H]7[C@H]([C@@H]([C@H]([C@@H](O7)CO)O)O)O
InChI InChI=1S/C27H32N2O10/c1-35-24(34)15-11-36-25(38-26-22(33)21(32)20(31)18(10-30)37-26)19-14(15)8-27-23-13(6-7-29(27)9-17(19)39-27)12-4-2-3-5-16(12)28-23/h2-5,11,14,17-22,25-26,28,30-33H,6-10H2,1H3/t14-,17-,18+,19+,20+,21-,22+,25+,26-,27+/m1/s1
InChI Key OVRROYYXOBYCSR-ZOKPYQCESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H32N2O10
Molecular Weight 544.50 g/mol
Exact Mass 544.20569522 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP -0.20
Atomic LogP (AlogP) -0.56
H-Bond Acceptor 11
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,15S,16S,17S,21S)-17-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-18,23-dioxa-3,13-diazahexacyclo[13.7.1.01,13.02,10.04,9.016,21]tricosa-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 + 0.6278 62.78%
Caco-2 - 0.8105 81.05%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.5082 50.82%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7904 79.04%
OATP1B3 inhibitior + 0.9353 93.53%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8323 83.23%
P-glycoprotein inhibitior - 0.4368 43.68%
P-glycoprotein substrate + 0.6521 65.21%
CYP3A4 substrate + 0.7336 73.36%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8419 84.19%
CYP3A4 inhibition - 0.9059 90.59%
CYP2C9 inhibition - 0.7424 74.24%
CYP2C19 inhibition - 0.8246 82.46%
CYP2D6 inhibition - 0.8053 80.53%
CYP1A2 inhibition - 0.7765 77.65%
CYP2C8 inhibition + 0.6542 65.42%
CYP inhibitory promiscuity - 0.7373 73.73%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6129 61.29%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9671 96.71%
Skin irritation - 0.7546 75.46%
Skin corrosion - 0.9297 92.97%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7763 77.63%
Micronuclear + 0.8500 85.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8595 85.95%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.5739 57.39%
Acute Oral Toxicity (c) III 0.5777 57.77%
Estrogen receptor binding + 0.7764 77.64%
Androgen receptor binding + 0.7087 70.87%
Thyroid receptor binding - 0.5303 53.03%
Glucocorticoid receptor binding + 0.6046 60.46%
Aromatase binding + 0.5271 52.71%
PPAR gamma + 0.6571 65.71%
Honey bee toxicity - 0.7575 75.75%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity - 0.3715 37.15%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.54% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.58% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.77% 85.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.46% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.86% 94.45%
CHEMBL2581 P07339 Cathepsin D 91.31% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.18% 97.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 89.95% 94.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.33% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.38% 95.56%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 88.36% 95.83%
CHEMBL5028 O14672 ADAM10 86.26% 97.50%
CHEMBL4208 P20618 Proteasome component C5 84.90% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.28% 99.23%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.65% 97.50%
CHEMBL3310 Q96DB2 Histone deacetylase 11 82.27% 88.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.16% 94.00%
CHEMBL2535 P11166 Glucose transporter 81.27% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 81.14% 94.73%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 80.66% 94.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.31% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.01% 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.
Neolamarckia cadamba

Cross-Links

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PubChem 163191222
LOTUS LTS0010826
wikiData Q105201094