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[(1S)-1-hydroxy-1-[(3S,8S,9R,10S,13R,14S,15R,17S)-8,14,15-trihydroxy-3-[(2R,3R,4R,5S,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl] 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 235feff8-eb67-4712-b37d-3672da3c5eea
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(1S)-1-hydroxy-1-[(3S,8S,9R,10S,13R,14S,15R,17S)-8,14,15-trihydroxy-3-[(2R,3R,4R,5S,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl] benzoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C47H72O21/c1-21-37(67-41-35(55)33(53)31(51)26(66-41)20-62-40-34(54)32(52)30(50)25(19-48)65-40)38(61-5)36(56)42(63-21)64-24-12-14-43(2)23(17-24)11-16-46(59)27(43)13-15-44(3)28(18-29(49)47(44,46)60)45(4,58)68-39(57)22-9-7-6-8-10-22/h6-10,21,23-38,40-42,48-56,58-60H,11-20H2,1-5H3/t21-,23?,24+,25-,26-,27-,28+,29-,30-,31-,32+,33+,34-,35-,36-,37+,38-,40-,41+,42+,43+,44-,45+,46+,47-/m1/s1
InChI Key NWZQKBUXLYKUNI-ZJUCWBDASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H72O21
Molecular Weight 973.10 g/mol
Exact Mass 972.45660930 g/mol
Topological Polar Surface Area (TPSA) 334.00 Ų
XlogP -1.70
Atomic LogP (AlogP) -2.07
H-Bond Acceptor 21
H-Bond Donor 12
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S)-1-hydroxy-1-[(3S,8S,9R,10S,13R,14S,15R,17S)-8,14,15-trihydroxy-3-[(2R,3R,4R,5S,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5692 56.92%
Caco-2 - 0.8747 87.47%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6724 67.24%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8363 83.63%
OATP1B3 inhibitior + 0.8997 89.97%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9284 92.84%
P-glycoprotein inhibitior + 0.7401 74.01%
P-glycoprotein substrate + 0.6458 64.58%
CYP3A4 substrate + 0.7362 73.62%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8624 86.24%
CYP3A4 inhibition - 0.9119 91.19%
CYP2C9 inhibition - 0.9164 91.64%
CYP2C19 inhibition - 0.8969 89.69%
CYP2D6 inhibition - 0.9555 95.55%
CYP1A2 inhibition - 0.9067 90.67%
CYP2C8 inhibition + 0.7582 75.82%
CYP inhibitory promiscuity - 0.9725 97.25%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6808 68.08%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9040 90.40%
Skin irritation - 0.7001 70.01%
Skin corrosion - 0.9574 95.74%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8357 83.57%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.5423 54.23%
skin sensitisation - 0.9381 93.81%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8650 86.50%
Acute Oral Toxicity (c) I 0.4790 47.90%
Estrogen receptor binding + 0.8286 82.86%
Androgen receptor binding + 0.7442 74.42%
Thyroid receptor binding + 0.5854 58.54%
Glucocorticoid receptor binding + 0.7407 74.07%
Aromatase binding + 0.6096 60.96%
PPAR gamma + 0.8159 81.59%
Honey bee toxicity - 0.6850 68.50%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.8232 82.32%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.94% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.99% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.63% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.19% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.15% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.91% 97.25%
CHEMBL5028 O14672 ADAM10 90.84% 97.50%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 89.62% 94.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.64% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.47% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.27% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.97% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.29% 100.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.47% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.15% 93.04%
CHEMBL221 P23219 Cyclooxygenase-1 81.83% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.59% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.11% 93.56%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 102019165
LOTUS LTS0268051
wikiData Q105186883