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[(1S,11S,13S,14R,15S,16S)-15-hydroxy-14-methoxy-5,7,21-trioxa-20-azahexacyclo[11.4.3.111,14.01,13.02,10.04,8]henicosa-2,4(8),9-trien-16-yl] 3,4-dimethoxybenzoate

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 57b74379-b34f-45b1-855b-5c8ed5de5521
Taxonomy Alkaloids and derivatives > Hasubanan alkaloids
IUPAC Name [(1S,11S,13S,14R,15S,16S)-15-hydroxy-14-methoxy-5,7,21-trioxa-20-azahexacyclo[11.4.3.111,14.01,13.02,10.04,8]henicosa-2,4(8),9-trien-16-yl] 3,4-dimethoxybenzoate
SMILES (Canonical) COC1=C(C=C(C=C1)C(=O)OC2CC34CCNC35CC(C6=CC7=C(C=C46)OCO7)OC5(C2O)OC)OC
SMILES (Isomeric) COC1=C(C=C(C=C1)C(=O)O[C@H]2C[C@]34CCN[C@@]35C[C@@H](C6=CC7=C(C=C46)OCO7)O[C@]5([C@H]2O)OC)OC
InChI InChI=1S/C27H29NO9/c1-31-17-5-4-14(8-18(17)32-2)24(30)36-22-11-25-6-7-28-26(25)12-21(37-27(26,33-3)23(22)29)15-9-19-20(10-16(15)25)35-13-34-19/h4-5,8-10,21-23,28-29H,6-7,11-13H2,1-3H3/t21-,22-,23-,25-,26-,27-/m0/s1
InChI Key FQTGWQFUPQBOJP-BWLCZPDMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H29NO9
Molecular Weight 511.50 g/mol
Exact Mass 511.18423150 g/mol
Topological Polar Surface Area (TPSA) 114.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.21
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,11S,13S,14R,15S,16S)-15-hydroxy-14-methoxy-5,7,21-trioxa-20-azahexacyclo[11.4.3.111,14.01,13.02,10.04,8]henicosa-2,4(8),9-trien-16-yl] 3,4-dimethoxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8584 85.84%
Caco-2 - 0.6692 66.92%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Nucleus 0.3857 38.57%
OATP2B1 inhibitior - 0.7166 71.66%
OATP1B1 inhibitior + 0.8926 89.26%
OATP1B3 inhibitior + 0.9379 93.79%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9648 96.48%
P-glycoprotein inhibitior + 0.8322 83.22%
P-glycoprotein substrate + 0.5564 55.64%
CYP3A4 substrate + 0.6845 68.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6930 69.30%
CYP3A4 inhibition + 0.5480 54.80%
CYP2C9 inhibition - 0.8343 83.43%
CYP2C19 inhibition - 0.6969 69.69%
CYP2D6 inhibition - 0.8324 83.24%
CYP1A2 inhibition - 0.8568 85.68%
CYP2C8 inhibition + 0.6946 69.46%
CYP inhibitory promiscuity - 0.6543 65.43%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5781 57.81%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9407 94.07%
Skin irritation - 0.7733 77.33%
Skin corrosion - 0.9363 93.63%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3737 37.37%
Micronuclear + 0.5900 59.00%
Hepatotoxicity - 0.5824 58.24%
skin sensitisation - 0.8294 82.94%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.6490 64.90%
Acute Oral Toxicity (c) III 0.5258 52.58%
Estrogen receptor binding + 0.8386 83.86%
Androgen receptor binding + 0.7580 75.80%
Thyroid receptor binding + 0.6465 64.65%
Glucocorticoid receptor binding + 0.8100 81.00%
Aromatase binding + 0.6596 65.96%
PPAR gamma + 0.7490 74.90%
Honey bee toxicity - 0.7597 75.97%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6401 64.01%
Fish aquatic toxicity - 0.4140 41.40%

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 97.95% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.61% 96.77%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 95.90% 96.21%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.60% 96.09%
CHEMBL4208 P20618 Proteasome component C5 94.07% 90.00%
CHEMBL2535 P11166 Glucose transporter 92.69% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.27% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.93% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.91% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.14% 92.62%
CHEMBL2581 P07339 Cathepsin D 88.49% 98.95%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 87.33% 85.49%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 86.86% 89.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.72% 100.00%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 85.78% 97.31%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.64% 92.94%
CHEMBL340 P08684 Cytochrome P450 3A4 85.33% 91.19%
CHEMBL4302 P08183 P-glycoprotein 1 84.64% 92.98%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.67% 99.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.45% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.38% 89.00%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 83.15% 90.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.14% 90.71%
CHEMBL213 P08588 Beta-1 adrenergic receptor 82.91% 95.56%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 82.79% 92.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.72% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.38% 99.23%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 81.23% 97.03%
CHEMBL3492 P49721 Proteasome Macropain subunit 80.83% 90.24%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.81% 97.28%

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.
Stephania abyssinica

Cross-Links

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PubChem 163104030
LOTUS LTS0030626
wikiData Q104999846