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1-[(3S,5S,8R,9S,10S,13R,14S,17S)-3-[(2R,4R,5R,6R)-5-amino-4-methoxy-6-methyloxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]ethanone

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 c0b7812e-8a89-493f-91b1-c509cb98b6f4
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name 1-[(3S,5S,8R,9S,10S,13R,14S,17S)-3-[(2R,4R,5R,6R)-5-amino-4-methoxy-6-methyloxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]ethanone
SMILES (Canonical) CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CCC5C(=O)C)O)C)C)OC)N
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@H]2CC[C@]3([C@H](C2)CC[C@@H]4[C@@H]3CC[C@]5([C@@]4(CC[C@@H]5C(=O)C)O)C)C)OC)N
InChI InChI=1S/C28H47NO5/c1-16(30)20-10-13-28(31)22-7-6-18-14-19(34-24-15-23(32-5)25(29)17(2)33-24)8-11-26(18,3)21(22)9-12-27(20,28)4/h17-25,31H,6-15,29H2,1-5H3/t17-,18+,19+,20-,21+,22-,23-,24+,25-,26+,27-,28+/m1/s1
InChI Key XNPZZOKPHOMJPJ-SGWIWNNSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H47NO5
Molecular Weight 477.70 g/mol
Exact Mass 477.34542360 g/mol
Topological Polar Surface Area (TPSA) 91.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 4.21
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[(3S,5S,8R,9S,10S,13R,14S,17S)-3-[(2R,4R,5R,6R)-5-amino-4-methoxy-6-methyloxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]ethanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8442 84.42%
Caco-2 - 0.6978 69.78%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Lysosomes 0.4387 43.87%
OATP2B1 inhibitior - 0.5695 56.95%
OATP1B1 inhibitior + 0.8731 87.31%
OATP1B3 inhibitior + 0.9113 91.13%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9071 90.71%
BSEP inhibitior - 0.5614 56.14%
P-glycoprotein inhibitior - 0.5303 53.03%
P-glycoprotein substrate + 0.5556 55.56%
CYP3A4 substrate + 0.7386 73.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7964 79.64%
CYP3A4 inhibition - 0.8439 84.39%
CYP2C9 inhibition - 0.8673 86.73%
CYP2C19 inhibition - 0.8726 87.26%
CYP2D6 inhibition - 0.9389 93.89%
CYP1A2 inhibition - 0.7719 77.19%
CYP2C8 inhibition - 0.5834 58.34%
CYP inhibitory promiscuity - 0.9220 92.20%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6056 60.56%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9300 93.00%
Skin irritation - 0.6775 67.75%
Skin corrosion - 0.9089 90.89%
Ames mutagenesis - 0.6454 64.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5674 56.74%
Micronuclear + 0.5400 54.00%
Hepatotoxicity - 0.7138 71.38%
skin sensitisation - 0.8787 87.87%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.4521 45.21%
Acute Oral Toxicity (c) III 0.4035 40.35%
Estrogen receptor binding + 0.6229 62.29%
Androgen receptor binding + 0.7602 76.02%
Thyroid receptor binding + 0.5369 53.69%
Glucocorticoid receptor binding + 0.7602 76.02%
Aromatase binding + 0.6061 60.61%
PPAR gamma - 0.5103 51.03%
Honey bee toxicity - 0.6419 64.19%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.7096 70.96%

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 98.15% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.39% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 96.24% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.50% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.78% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.85% 100.00%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 88.08% 97.31%
CHEMBL340 P08684 Cytochrome P450 3A4 88.01% 91.19%
CHEMBL2243 O00519 Anandamide amidohydrolase 87.26% 97.53%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.12% 86.33%
CHEMBL204 P00734 Thrombin 84.67% 96.01%
CHEMBL5028 O14672 ADAM10 83.55% 97.50%
CHEMBL1871 P10275 Androgen Receptor 83.05% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.96% 95.89%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.92% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.11% 94.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.56% 99.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.24% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.09% 97.14%

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.
Holarrhena curtisii

Cross-Links

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PubChem 163067446
LOTUS LTS0180541
wikiData Q105331896