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[(1S,8S,10S,11R,12S,13S)-3-hydroxy-4,11,12-trimethoxy-18-oxa-17-azapentacyclo[8.4.3.18,11.01,10.02,7]octadeca-2(7),3,5-trien-13-yl] 4-hydroxy-3-methoxybenzoate

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 8816b6d1-2133-4613-91bb-61ca013f281d
Taxonomy Alkaloids and derivatives > Hasubanan alkaloids
IUPAC Name [(1S,8S,10S,11R,12S,13S)-3-hydroxy-4,11,12-trimethoxy-18-oxa-17-azapentacyclo[8.4.3.18,11.01,10.02,7]octadeca-2(7),3,5-trien-13-yl] 4-hydroxy-3-methoxybenzoate
SMILES (Canonical) COC1C(CC23CCNC24C1(OC(C4)C5=C3C(=C(C=C5)OC)O)OC)OC(=O)C6=CC(=C(C=C6)O)OC
SMILES (Isomeric) CO[C@H]1[C@H](C[C@]23CCN[C@]24[C@]1(O[C@@H](C4)C5=C3C(=C(C=C5)OC)O)OC)OC(=O)C6=CC(=C(C=C6)O)OC
InChI InChI=1S/C27H31NO9/c1-32-17-8-6-15-19-13-26-25(9-10-28-26,21(15)22(17)30)12-20(23(34-3)27(26,35-4)37-19)36-24(31)14-5-7-16(29)18(11-14)33-2/h5-8,11,19-20,23,28-30H,9-10,12-13H2,1-4H3/t19-,20-,23-,25-,26-,27-/m0/s1
InChI Key NXUYRQKDAKRDHU-SXHJYDLJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H31NO9
Molecular Weight 513.50 g/mol
Exact Mass 513.19988157 g/mol
Topological Polar Surface Area (TPSA) 125.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.55
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,8S,10S,11R,12S,13S)-3-hydroxy-4,11,12-trimethoxy-18-oxa-17-azapentacyclo[8.4.3.18,11.01,10.02,7]octadeca-2(7),3,5-trien-13-yl] 4-hydroxy-3-methoxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9202 92.02%
Caco-2 - 0.6879 68.79%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.4810 48.10%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8973 89.73%
OATP1B3 inhibitior + 0.9209 92.09%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8539 85.39%
P-glycoprotein inhibitior + 0.7585 75.85%
P-glycoprotein substrate + 0.6105 61.05%
CYP3A4 substrate + 0.6773 67.73%
CYP2C9 substrate - 0.8004 80.04%
CYP2D6 substrate - 0.7296 72.96%
CYP3A4 inhibition - 0.6212 62.12%
CYP2C9 inhibition - 0.8395 83.95%
CYP2C19 inhibition - 0.7638 76.38%
CYP2D6 inhibition - 0.8429 84.29%
CYP1A2 inhibition - 0.8119 81.19%
CYP2C8 inhibition + 0.8289 82.89%
CYP inhibitory promiscuity - 0.8063 80.63%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5399 53.99%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9232 92.32%
Skin irritation - 0.7765 77.65%
Skin corrosion - 0.9393 93.93%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7994 79.94%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8096 80.96%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.8114 81.14%
Acute Oral Toxicity (c) II 0.4395 43.95%
Estrogen receptor binding + 0.8682 86.82%
Androgen receptor binding + 0.7765 77.65%
Thyroid receptor binding + 0.7353 73.53%
Glucocorticoid receptor binding + 0.8141 81.41%
Aromatase binding + 0.6967 69.67%
PPAR gamma + 0.7252 72.52%
Honey bee toxicity - 0.8383 83.83%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6515 65.15%
Fish aquatic toxicity + 0.7163 71.63%

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 98.29% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.63% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.67% 95.89%
CHEMBL2535 P11166 Glucose transporter 93.47% 98.75%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.82% 96.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.45% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.05% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.63% 98.95%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.98% 93.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.68% 86.33%
CHEMBL3194 P02766 Transthyretin 89.41% 90.71%
CHEMBL340 P08684 Cytochrome P450 3A4 89.09% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.64% 99.17%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.61% 89.62%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.43% 92.88%
CHEMBL4208 P20618 Proteasome component C5 87.14% 90.00%
CHEMBL3492 P49721 Proteasome Macropain subunit 86.44% 90.24%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.06% 92.94%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.27% 90.71%
CHEMBL1255126 O15151 Protein Mdm4 84.42% 90.20%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 83.91% 85.49%
CHEMBL213 P08588 Beta-1 adrenergic receptor 83.63% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.13% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.68% 91.07%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.33% 97.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.18% 99.23%
CHEMBL4302 P08183 P-glycoprotein 1 81.67% 92.98%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.11% 97.28%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.01% 95.56%

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 longa

Cross-Links

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PubChem 11656464
LOTUS LTS0258913
wikiData Q105187338