(1R,7R,10R,11S,15S,18S,21R,22R,23R)-21,23-dihydroxy-11-methyl-5-oxa-13-azahexacyclo[11.9.1.01,7.07,15.010,23.018,22]tricosan-4-one

Details

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Internal ID 5d6823dc-4477-4713-9c85-842987e10fb2
Taxonomy Organoheterocyclic compounds > Indolizidines
IUPAC Name (1R,7R,10R,11S,15S,18S,21R,22R,23R)-21,23-dihydroxy-11-methyl-5-oxa-13-azahexacyclo[11.9.1.01,7.07,15.010,23.018,22]tricosan-4-one
SMILES (Canonical) CC1CN2CC3CCC4CCC(C4C56C3(CCC1C52O)COC(=O)CC6)O
SMILES (Isomeric) C[C@@H]1CN2C[C@H]3CC[C@H]4CC[C@H]([C@H]4[C@]56[C@]3(CC[C@H]1[C@@]52O)COC(=O)CC6)O
InChI InChI=1S/C22H33NO4/c1-13-10-23-11-15-4-2-14-3-5-17(24)19(14)21-9-7-18(25)27-12-20(15,21)8-6-16(13)22(21,23)26/h13-17,19,24,26H,2-12H2,1H3/t13-,14+,15-,16-,17-,19+,20-,21-,22-/m1/s1
InChI Key DSIWIPXCXCRFDW-IBZWLBEESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H33NO4
Molecular Weight 375.50 g/mol
Exact Mass 375.24095853 g/mol
Topological Polar Surface Area (TPSA) 70.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.16
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,7R,10R,11S,15S,18S,21R,22R,23R)-21,23-dihydroxy-11-methyl-5-oxa-13-azahexacyclo[11.9.1.01,7.07,15.010,23.018,22]tricosan-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9211 92.11%
Caco-2 - 0.5197 51.97%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Lysosomes 0.6222 62.22%
OATP2B1 inhibitior - 0.8608 86.08%
OATP1B1 inhibitior + 0.9007 90.07%
OATP1B3 inhibitior + 0.9452 94.52%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.5876 58.76%
P-glycoprotein inhibitior - 0.9198 91.98%
P-glycoprotein substrate - 0.5512 55.12%
CYP3A4 substrate + 0.7001 70.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8320 83.20%
CYP3A4 inhibition - 0.8045 80.45%
CYP2C9 inhibition - 0.9068 90.68%
CYP2C19 inhibition - 0.8362 83.62%
CYP2D6 inhibition - 0.8931 89.31%
CYP1A2 inhibition - 0.9289 92.89%
CYP2C8 inhibition - 0.7081 70.81%
CYP inhibitory promiscuity - 0.9689 96.89%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5587 55.87%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.9488 94.88%
Skin irritation - 0.7845 78.45%
Skin corrosion - 0.9212 92.12%
Ames mutagenesis - 0.6778 67.78%
Human Ether-a-go-go-Related Gene inhibition - 0.4553 45.53%
Micronuclear - 0.5200 52.00%
Hepatotoxicity - 0.5161 51.61%
skin sensitisation - 0.8653 86.53%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.4782 47.82%
Acute Oral Toxicity (c) III 0.6279 62.79%
Estrogen receptor binding + 0.7024 70.24%
Androgen receptor binding + 0.7674 76.74%
Thyroid receptor binding + 0.5602 56.02%
Glucocorticoid receptor binding + 0.7573 75.73%
Aromatase binding + 0.6037 60.37%
PPAR gamma - 0.6111 61.11%
Honey bee toxicity - 0.8474 84.74%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity - 0.4071 40.71%

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 95.20% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.76% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.38% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.03% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.67% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.51% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.56% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.15% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.57% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.00% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.45% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.09% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.93% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.94% 97.14%
CHEMBL1871 P10275 Androgen Receptor 80.58% 96.43%

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.
Daphniphyllum pentandrum

Cross-Links

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PubChem 162917423
LOTUS LTS0004199
wikiData Q104987854