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6,10,23-trimethyl-20-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosan-17-one

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 f4b99297-44ab-4083-bfcf-5b24c14a0d0a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name 6,10,23-trimethyl-20-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosan-17-one
SMILES (Canonical) CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(=O)C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)O)C)C
SMILES (Isomeric) CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(=O)C6C5(CCC(C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C
InChI InChI=1S/C33H53NO7/c1-16-4-7-26-17(2)19-5-6-20-21(23(19)14-34(26)13-16)11-24-22(20)12-27(36)25-10-18(8-9-33(24,25)3)40-32-31(39)30(38)29(37)28(15-35)41-32/h16-26,28-32,35,37-39H,4-15H2,1-3H3/t16?,17?,18?,19?,20?,21?,22?,23?,24?,25?,26?,28-,29-,30+,31-,32-,33?/m1/s1
InChI Key BSSXNTZKMOAXRA-IBVHALSSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H53NO7
Molecular Weight 575.80 g/mol
Exact Mass 575.38220303 g/mol
Topological Polar Surface Area (TPSA) 120.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 2.60
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6,10,23-trimethyl-20-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosan-17-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6245 62.45%
Caco-2 - 0.8414 84.14%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Lysosomes 0.5517 55.17%
OATP2B1 inhibitior - 0.5748 57.48%
OATP1B1 inhibitior + 0.8590 85.90%
OATP1B3 inhibitior + 0.9311 93.11%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.5840 58.40%
P-glycoprotein inhibitior - 0.4591 45.91%
P-glycoprotein substrate - 0.5602 56.02%
CYP3A4 substrate + 0.7265 72.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7972 79.72%
CYP3A4 inhibition - 0.8639 86.39%
CYP2C9 inhibition - 0.9033 90.33%
CYP2C19 inhibition - 0.9130 91.30%
CYP2D6 inhibition - 0.9413 94.13%
CYP1A2 inhibition - 0.9420 94.20%
CYP2C8 inhibition - 0.6356 63.56%
CYP inhibitory promiscuity - 0.9653 96.53%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5544 55.44%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9347 93.47%
Skin irritation - 0.7620 76.20%
Skin corrosion - 0.9413 94.13%
Ames mutagenesis - 0.8404 84.04%
Human Ether-a-go-go-Related Gene inhibition + 0.6525 65.25%
Micronuclear - 0.5000 50.00%
Hepatotoxicity - 0.6822 68.22%
skin sensitisation - 0.8836 88.36%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.6293 62.93%
Acute Oral Toxicity (c) III 0.5256 52.56%
Estrogen receptor binding + 0.5901 59.01%
Androgen receptor binding + 0.7262 72.62%
Thyroid receptor binding - 0.6550 65.50%
Glucocorticoid receptor binding - 0.5476 54.76%
Aromatase binding + 0.5459 54.59%
PPAR gamma - 0.5295 52.95%
Honey bee toxicity - 0.7421 74.21%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity - 0.5000 50.00%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.40% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.18% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.77% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.73% 97.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.18% 89.05%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.94% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.43% 89.00%
CHEMBL2581 P07339 Cathepsin D 90.38% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.46% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.27% 96.77%
CHEMBL5255 O00206 Toll-like receptor 4 86.72% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.35% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.26% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.11% 96.61%
CHEMBL325 Q13547 Histone deacetylase 1 85.96% 95.92%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.84% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.83% 97.14%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.83% 96.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.77% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.56% 94.45%
CHEMBL237 P41145 Kappa opioid receptor 82.25% 98.10%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.48% 90.08%
CHEMBL1937 Q92769 Histone deacetylase 2 80.45% 94.75%

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 monantha
Fritillaria pallidiflora

Cross-Links

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PubChem 11968316
NPASS NPC253795
LOTUS LTS0180743
wikiData Q104945415