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3-[(1R,3S,4S,8S,11S,12S,13R,14R,15S,16S,17S,18R,20S,23S)-12,14,15,16,18-pentahydroxy-8,12,23-trimethyl-21-oxo-22-oxa-6-azahexacyclo[18.2.1.01,17.03,16.04,13.06,11]tricosan-23-yl]propanoic acid

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 f5f1a339-2745-44b6-baa2-d04493a11944
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
IUPAC Name 3-[(1R,3S,4S,8S,11S,12S,13R,14R,15S,16S,17S,18R,20S,23S)-12,14,15,16,18-pentahydroxy-8,12,23-trimethyl-21-oxo-22-oxa-6-azahexacyclo[18.2.1.01,17.03,16.04,13.06,11]tricosan-23-yl]propanoic acid
SMILES (Canonical) CC1CCC2C(C3C(CN2C1)C4CC56C(C4(C(C3O)O)O)C(CC(C5(C)CCC(=O)O)C(=O)O6)O)(C)O
SMILES (Isomeric) C[C@H]1CC[C@H]2[C@@]([C@@H]3[C@@H](CN2C1)[C@@H]4C[C@@]56[C@H]([C@@]4([C@H]([C@@H]3O)O)O)[C@@H](C[C@@H]([C@]5(C)CCC(=O)O)C(=O)O6)O)(C)O
InChI InChI=1S/C27H41NO9/c1-12-4-5-17-25(3,35)19-13(11-28(17)10-12)15-9-26-21(27(15,36)22(33)20(19)32)16(29)8-14(23(34)37-26)24(26,2)7-6-18(30)31/h12-17,19-22,29,32-33,35-36H,4-11H2,1-3H3,(H,30,31)/t12-,13-,14+,15-,16+,17-,19+,20+,21+,22-,24-,25+,26+,27-/m0/s1
InChI Key KCHLTEPRRNOEDH-LYZAJBHISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H41NO9
Molecular Weight 523.60 g/mol
Exact Mass 523.27813189 g/mol
Topological Polar Surface Area (TPSA) 168.00 Ų
XlogP -2.90
Atomic LogP (AlogP) -0.27
H-Bond Acceptor 9
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 3-[(1R,3S,4S,8S,11S,12S,13R,14R,15S,16S,17S,18R,20S,23S)-12,14,15,16,18-pentahydroxy-8,12,23-trimethyl-21-oxo-22-oxa-6-azahexacyclo[18.2.1.01,17.03,16.04,13.06,11]tricosan-23-yl]propanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6619 66.19%
Caco-2 - 0.7943 79.43%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Lysosomes 0.5568 55.68%
OATP2B1 inhibitior - 0.5705 57.05%
OATP1B1 inhibitior + 0.8616 86.16%
OATP1B3 inhibitior + 0.9500 95.00%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior - 0.6908 69.08%
P-glycoprotein substrate + 0.5935 59.35%
CYP3A4 substrate + 0.7032 70.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7758 77.58%
CYP3A4 inhibition - 0.9306 93.06%
CYP2C9 inhibition - 0.9148 91.48%
CYP2C19 inhibition - 0.9130 91.30%
CYP2D6 inhibition - 0.9557 95.57%
CYP1A2 inhibition - 0.9368 93.68%
CYP2C8 inhibition - 0.6310 63.10%
CYP inhibitory promiscuity - 0.9924 99.24%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4875 48.75%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9481 94.81%
Skin irritation - 0.7496 74.96%
Skin corrosion - 0.9271 92.71%
Ames mutagenesis - 0.6778 67.78%
Human Ether-a-go-go-Related Gene inhibition - 0.4796 47.96%
Micronuclear + 0.5900 59.00%
Hepatotoxicity + 0.6712 67.12%
skin sensitisation - 0.8686 86.86%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity + 0.5154 51.54%
Acute Oral Toxicity (c) I 0.6628 66.28%
Estrogen receptor binding + 0.6754 67.54%
Androgen receptor binding + 0.7694 76.94%
Thyroid receptor binding - 0.5399 53.99%
Glucocorticoid receptor binding + 0.6006 60.06%
Aromatase binding + 0.6907 69.07%
PPAR gamma + 0.5608 56.08%
Honey bee toxicity - 0.7909 79.09%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.6445 64.45%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.04% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.48% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.40% 98.95%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 92.46% 89.05%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.39% 97.25%
CHEMBL4040 P28482 MAP kinase ERK2 92.17% 83.82%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.04% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.83% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.79% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.58% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.46% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.37% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.10% 93.00%
CHEMBL5255 O00206 Toll-like receptor 4 86.77% 92.50%
CHEMBL221 P23219 Cyclooxygenase-1 85.94% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.90% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.83% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.83% 97.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.63% 90.71%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.53% 82.69%
CHEMBL4330 Q9NS75 Cysteinyl leukotriene receptor 2 81.19% 98.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.53% 97.28%

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 taliense

Cross-Links

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PubChem 10896656
LOTUS LTS0266872
wikiData Q105138748