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(1R,2S,6R,8R,9R,10R,11S,14R,17R,18S,20S,23S)-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacos-15(24)-ene-8,17,20-triol

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 acd9b649-f250-4888-9043-cc79a3626371
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Cerveratrum-type alkaloids
IUPAC Name (1R,2S,6R,8R,9R,10R,11S,14R,17R,18S,20S,23S)-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacos-15(24)-ene-8,17,20-triol
SMILES (Canonical) CC1CC(C2C(C3CCC4C(C3CN2C1)CC5=C4CC(C6C5(CCC(C6)O)C)O)C)O
SMILES (Isomeric) C[C@@H]1C[C@H]([C@H]2[C@@H]([C@H]3CC[C@@H]4[C@H]([C@@H]3CN2C1)CC5=C4C[C@H]([C@@H]6[C@@]5(CC[C@@H](C6)O)C)O)C)O
InChI InChI=1S/C27H43NO3/c1-14-8-25(31)26-15(2)17-4-5-18-19(21(17)13-28(26)12-14)10-22-20(18)11-24(30)23-9-16(29)6-7-27(22,23)3/h14-19,21,23-26,29-31H,4-13H2,1-3H3/t14-,15-,16+,17-,18-,19-,21-,23-,24-,25-,26-,27-/m1/s1
InChI Key AKEOKVMCHCDHIZ-ZPXZUCODSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H43NO3
Molecular Weight 429.60 g/mol
Exact Mass 429.32429423 g/mol
Topological Polar Surface Area (TPSA) 63.90 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.60
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,6R,8R,9R,10R,11S,14R,17R,18S,20S,23S)-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacos-15(24)-ene-8,17,20-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9711 97.11%
Caco-2 - 0.5800 58.00%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Lysosomes 0.4435 44.35%
OATP2B1 inhibitior - 0.7205 72.05%
OATP1B1 inhibitior + 0.8638 86.38%
OATP1B3 inhibitior + 0.9575 95.75%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.6930 69.30%
P-glycoprotein inhibitior - 0.7650 76.50%
P-glycoprotein substrate + 0.5066 50.66%
CYP3A4 substrate + 0.6700 67.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.5306 53.06%
CYP3A4 inhibition - 0.8818 88.18%
CYP2C9 inhibition - 0.8957 89.57%
CYP2C19 inhibition - 0.8956 89.56%
CYP2D6 inhibition - 0.5075 50.75%
CYP1A2 inhibition - 0.9004 90.04%
CYP2C8 inhibition + 0.4619 46.19%
CYP inhibitory promiscuity - 0.9533 95.33%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5251 52.51%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.9054 90.54%
Skin irritation - 0.7090 70.90%
Skin corrosion - 0.8805 88.05%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5385 53.85%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.5464 54.64%
skin sensitisation - 0.8036 80.36%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity + 0.4896 48.96%
Acute Oral Toxicity (c) III 0.5836 58.36%
Estrogen receptor binding + 0.6438 64.38%
Androgen receptor binding + 0.7341 73.41%
Thyroid receptor binding + 0.6357 63.57%
Glucocorticoid receptor binding + 0.7046 70.46%
Aromatase binding - 0.4927 49.27%
PPAR gamma - 0.4843 48.43%
Honey bee toxicity - 0.7382 73.82%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.7200 72.00%
Fish aquatic toxicity - 0.4185 41.85%

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 97.78% 96.09%
CHEMBL238 Q01959 Dopamine transporter 96.58% 95.88%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 96.45% 89.05%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.70% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.42% 97.09%
CHEMBL233 P35372 Mu opioid receptor 89.36% 97.93%
CHEMBL221 P23219 Cyclooxygenase-1 89.28% 90.17%
CHEMBL1902 P62942 FK506-binding protein 1A 87.58% 97.05%
CHEMBL1871 P10275 Androgen Receptor 87.30% 96.43%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 87.28% 94.78%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.98% 91.03%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.68% 82.69%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 84.31% 97.31%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 84.28% 86.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.05% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.87% 97.25%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.64% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.28% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.12% 95.89%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.96% 92.86%
CHEMBL2581 P07339 Cathepsin D 82.91% 98.95%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 82.26% 96.03%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.25% 95.58%
CHEMBL259 P32245 Melanocortin receptor 4 82.02% 95.38%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.73% 92.94%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.32% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.34% 89.00%

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.
Fritillaria sewerzowi

Cross-Links

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PubChem 163006871
LOTUS LTS0217601
wikiData Q104913586