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[(1S)-1-[(3S,8S,9R,10R,12R,13R,14R,17R)-12-acetyloxy-8,14,17-trihydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]ethyl] 2-(methylamino)benzoate

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 1b40c218-bb81-46a8-8876-a179e8db563e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(1S)-1-[(3S,8S,9R,10R,12R,13R,14R,17R)-12-acetyloxy-8,14,17-trihydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]ethyl] 2-(methylamino)benzoate
SMILES (Canonical) CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4CCC5(C6CC(C7(C(CCC7(C6(CC=C5C4)O)O)(C(C)OC(=O)C8=CC=CC=C8NC)O)C)OC(=O)C)C)C)C)OC)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@@H]2OC)O[C@@H]3[C@H](O[C@H](C[C@@H]3OC)O[C@H]4CC[C@@]5([C@H]6C[C@H]([C@@]7([C@](CC[C@@]7([C@@]6(CC=C5C4)O)O)([C@H](C)OC(=O)C8=CC=CC=C8NC)O)C)OC(=O)C)C)C)C)OC)O
InChI InChI=1S/C52H79NO17/c1-27-44(55)36(60-9)23-42(63-27)69-46-29(3)65-43(25-38(46)62-11)70-45-28(2)64-41(24-37(45)61-10)68-33-17-18-48(6)32(22-33)16-19-51(58)39(48)26-40(67-31(5)54)49(7)50(57,20-21-52(49,51)59)30(4)66-47(56)34-14-12-13-15-35(34)53-8/h12-16,27-30,33,36-46,53,55,57-59H,17-26H2,1-11H3/t27-,28-,29-,30+,33+,36-,37+,38+,39-,40-,41+,42+,43+,44-,45-,46-,48+,49-,50+,51+,52-/m1/s1
InChI Key STINGQFIWKDTRJ-CPYZWJEQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C52H79NO17
Molecular Weight 990.20 g/mol
Exact Mass 989.53480005 g/mol
Topological Polar Surface Area (TPSA) 229.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.71
H-Bond Acceptor 18
H-Bond Donor 5
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8214 82.14%
Caco-2 - 0.8632 86.32%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.4587 45.87%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8328 83.28%
OATP1B3 inhibitior + 0.9303 93.03%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8571 85.71%
BSEP inhibitior + 0.9878 98.78%
P-glycoprotein inhibitior + 0.7493 74.93%
P-glycoprotein substrate + 0.7781 77.81%
CYP3A4 substrate + 0.7410 74.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8719 87.19%
CYP3A4 inhibition - 0.8914 89.14%
CYP2C9 inhibition - 0.8164 81.64%
CYP2C19 inhibition - 0.8176 81.76%
CYP2D6 inhibition - 0.9016 90.16%
CYP1A2 inhibition - 0.5908 59.08%
CYP2C8 inhibition + 0.7579 75.79%
CYP inhibitory promiscuity - 0.8822 88.22%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4838 48.38%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9011 90.11%
Skin irritation - 0.6957 69.57%
Skin corrosion - 0.9250 92.50%
Ames mutagenesis - 0.6770 67.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7647 76.47%
Micronuclear + 0.6800 68.00%
Hepatotoxicity - 0.5873 58.73%
skin sensitisation - 0.8472 84.72%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7562 75.62%
Acute Oral Toxicity (c) III 0.4114 41.14%
Estrogen receptor binding + 0.7921 79.21%
Androgen receptor binding + 0.7644 76.44%
Thyroid receptor binding + 0.6363 63.63%
Glucocorticoid receptor binding + 0.7870 78.70%
Aromatase binding + 0.6540 65.40%
PPAR gamma + 0.8323 83.23%
Honey bee toxicity - 0.5666 56.66%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9834 98.34%

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 98.93% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.47% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.72% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 94.01% 83.82%
CHEMBL1914 P06276 Butyrylcholinesterase 93.93% 95.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 93.74% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 93.23% 91.07%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 92.08% 95.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.11% 95.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.76% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.76% 95.89%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 89.32% 100.00%
CHEMBL5028 O14672 ADAM10 89.06% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.55% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.49% 97.25%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 88.32% 83.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.66% 99.23%
CHEMBL255 P29275 Adenosine A2b receptor 87.59% 98.59%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.45% 86.33%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 87.08% 96.39%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.32% 95.71%
CHEMBL226 P30542 Adenosine A1 receptor 86.00% 95.93%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.91% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.33% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.24% 97.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.03% 96.47%
CHEMBL2996 Q05655 Protein kinase C delta 84.97% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.88% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.63% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.62% 92.62%
CHEMBL4179 P45984 c-Jun N-terminal kinase 2 84.53% 90.75%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.55% 94.08%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.43% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 82.13% 90.17%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.62% 89.50%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.02% 93.03%

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.
Jasminanthes mucronata

Cross-Links

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PubChem 102003076
LOTUS LTS0069585
wikiData Q105260275