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[(2S,6S,10S,12R,15S,18S,19S,22S,23R)-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] acetate

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 c57d71f5-6b7a-4a81-ab13-a8f3eb8a4a20
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Cerveratrum-type alkaloids
IUPAC Name [(2S,6S,10S,12R,15S,18S,19S,22S,23R)-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] acetate
SMILES (Canonical) CC1CCC2C(C3C(CN2C1)C4CC56C(C4(C(C3O)O)O)CCC7C5(CCC(C7(O6)O)OC(=O)C)C)(C)O
SMILES (Isomeric) C[C@H]1CCC2[C@@](C3[C@@H](CN2C1)C4CC56[C@H](C4(C([C@@H]3O)O)O)CC[C@H]7[C@@]5(CC[C@@H]([C@@]7(O6)O)OC(=O)C)C)(C)O
InChI InChI=1S/C29H45NO8/c1-14-5-8-20-26(4,34)22-16(13-30(20)12-14)17-11-27-19(28(17,35)24(33)23(22)32)7-6-18-25(27,3)10-9-21(37-15(2)31)29(18,36)38-27/h14,16-24,32-36H,5-13H2,1-4H3/t14-,16-,17?,18-,19+,20?,21-,22?,23+,24?,25-,26+,27?,28?,29+/m0/s1
InChI Key IGDRXLIXNAWBBF-IQRPALJASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H45NO8
Molecular Weight 535.70 g/mol
Exact Mass 535.31451739 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 0.79
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,6S,10S,12R,15S,18S,19S,22S,23R)-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] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6577 65.77%
Caco-2 - 0.7892 78.92%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Lysosomes 0.5748 57.48%
OATP2B1 inhibitior - 0.5721 57.21%
OATP1B1 inhibitior + 0.9022 90.22%
OATP1B3 inhibitior + 0.9532 95.32%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.5578 55.78%
P-glycoprotein inhibitior - 0.5346 53.46%
P-glycoprotein substrate - 0.5396 53.96%
CYP3A4 substrate + 0.7252 72.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8018 80.18%
CYP3A4 inhibition - 0.9314 93.14%
CYP2C9 inhibition - 0.9142 91.42%
CYP2C19 inhibition - 0.9026 90.26%
CYP2D6 inhibition - 0.9364 93.64%
CYP1A2 inhibition - 0.9388 93.88%
CYP2C8 inhibition + 0.5737 57.37%
CYP inhibitory promiscuity - 0.9737 97.37%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5414 54.14%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9476 94.76%
Skin irritation - 0.7686 76.86%
Skin corrosion - 0.9331 93.31%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5308 53.08%
Micronuclear + 0.5300 53.00%
Hepatotoxicity - 0.5714 57.14%
skin sensitisation - 0.8630 86.30%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.6003 60.03%
Acute Oral Toxicity (c) I 0.3827 38.27%
Estrogen receptor binding + 0.6442 64.42%
Androgen receptor binding + 0.7570 75.70%
Thyroid receptor binding - 0.5162 51.62%
Glucocorticoid receptor binding - 0.5458 54.58%
Aromatase binding + 0.6792 67.92%
PPAR gamma + 0.6395 63.95%
Honey bee toxicity - 0.6966 69.66%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5695 56.95%
Fish aquatic toxicity + 0.6611 66.11%

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 98.24% 96.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 93.39% 89.05%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.60% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.36% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.38% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.02% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.73% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.13% 97.14%
CHEMBL2581 P07339 Cathepsin D 87.38% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.77% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.57% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.54% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.93% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.48% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 83.90% 92.50%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 83.53% 94.78%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.87% 97.28%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.64% 92.94%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.13% 95.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.98% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.87% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.87% 95.56%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.50% 96.90%

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.
Toxicoscordion venenosum var. venenosum
Veratrum nigrum
Zingiber officinale

Cross-Links

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PubChem 5315452
NPASS NPC98419
LOTUS LTS0015780
wikiData Q105112544