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[(1S,2S,6S,9S,11R,12R,13S,14S,15S,18S,19S,22S,23S,25R)-10,12,13,14,23-pentahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-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 0b1d89af-2c7b-4507-b346-341d39a34e81
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Cerveratrum-type alkaloids
IUPAC Name [(1S,2S,6S,9S,11R,12R,13S,14S,15S,18S,19S,22S,23S,25R)-10,12,13,14,23-pentahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] 4-hydroxy-3-methoxybenzoate
SMILES (Canonical) CC1CCC2C(C3C(CN2C1)C4CC56C(C4(C(C3O)O)O)CCC7C5(CCC(C7(O6)O)OC(=O)C8=CC(=C(C=C8)O)OC)C)(C)O
SMILES (Isomeric) C[C@H]1CC[C@H]2C([C@@H]3[C@@H](CN2C1)[C@@H]4C[C@@]56[C@H]([C@@]4([C@H]([C@@H]3O)O)O)CC[C@H]7[C@@]5(CC[C@@H]([C@]7(O6)O)OC(=O)C8=CC(=C(C=C8)O)OC)C)(C)O
InChI InChI=1S/C35H49NO10/c1-17-5-10-25-32(3,41)27-19(16-36(25)15-17)20-14-33-24(34(20,42)29(39)28(27)38)9-8-23-31(33,2)12-11-26(35(23,43)46-33)45-30(40)18-6-7-21(37)22(13-18)44-4/h6-7,13,17,19-20,23-29,37-39,41-43H,5,8-12,14-16H2,1-4H3/t17-,19-,20-,23-,24+,25-,26-,27+,28+,29-,31-,32?,33+,34-,35-/m0/s1
InChI Key NIEIJAOPLMFSMK-CAGPMIQTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H49NO10
Molecular Weight 643.80 g/mol
Exact Mass 643.33564676 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.79
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,6S,9S,11R,12R,13S,14S,15S,18S,19S,22S,23S,25R)-10,12,13,14,23-pentahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-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 - 0.4833 48.33%
Caco-2 - 0.8493 84.93%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Lysosomes 0.4629 46.29%
OATP2B1 inhibitior - 0.5804 58.04%
OATP1B1 inhibitior + 0.8878 88.78%
OATP1B3 inhibitior + 0.9440 94.40%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8255 82.55%
P-glycoprotein inhibitior + 0.6799 67.99%
P-glycoprotein substrate + 0.6458 64.58%
CYP3A4 substrate + 0.7312 73.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7557 75.57%
CYP3A4 inhibition - 0.9332 93.32%
CYP2C9 inhibition - 0.8902 89.02%
CYP2C19 inhibition - 0.8791 87.91%
CYP2D6 inhibition - 0.8883 88.83%
CYP1A2 inhibition - 0.9303 93.03%
CYP2C8 inhibition + 0.8093 80.93%
CYP inhibitory promiscuity - 0.9590 95.90%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5815 58.15%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9275 92.75%
Skin irritation - 0.7935 79.35%
Skin corrosion - 0.9425 94.25%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3916 39.16%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8506 85.06%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.7096 70.96%
Acute Oral Toxicity (c) III 0.4579 45.79%
Estrogen receptor binding + 0.8015 80.15%
Androgen receptor binding + 0.7741 77.41%
Thyroid receptor binding - 0.5119 51.19%
Glucocorticoid receptor binding + 0.6562 65.62%
Aromatase binding + 0.7043 70.43%
PPAR gamma + 0.7572 75.72%
Honey bee toxicity - 0.7372 73.72%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5249 52.49%
Fish aquatic toxicity + 0.8237 82.37%

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 97.87% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.46% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.49% 91.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.84% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.68% 92.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.16% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.61% 94.00%
CHEMBL2535 P11166 Glucose transporter 91.03% 98.75%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.54% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.54% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.85% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.83% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.75% 90.71%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.01% 93.99%
CHEMBL2581 P07339 Cathepsin D 86.86% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 86.65% 91.19%
CHEMBL4208 P20618 Proteasome component C5 85.95% 90.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.04% 96.90%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 82.83% 93.40%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.34% 91.03%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.09% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.63% 97.28%
CHEMBL3194 P02766 Transthyretin 80.64% 90.71%
CHEMBL5255 O00206 Toll-like receptor 4 80.58% 92.50%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 80.54% 94.78%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.14% 92.62%

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.
Veratrum oblongum

Cross-Links

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PubChem 102093839
LOTUS LTS0224894
wikiData Q104403301