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1-[(3S,8S,10S,13R,14S,15R,17S)-3-[(2S,4S,5S)-2-[(3S,4R,6R)-4,6-dihydroxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8,14,15-trihydroxy-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 1d5225af-37bf-419b-9fcd-ffd617db887b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name 1-[(3S,8S,10S,13R,14S,15R,17S)-3-[(2S,4S,5S)-2-[(3S,4R,6R)-4,6-dihydroxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8,14,15-trihydroxy-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) CC1C(C(CC(O1)O)O)OC2(C(C(C(C(O2)CO)O)O)O)OC3CCC4(C(C3)CCC5(C4CCC6(C5(C(CC6C(C)OC(=O)C7=CC=CC=C7)O)O)C)O)C
SMILES (Isomeric) CC1[C@H]([C@@H](C[C@@H](O1)O)O)O[C@@]2(C([C@H]([C@@H](C(O2)CO)O)O)O)O[C@H]3CC[C@]4(C(C3)CC[C@@]5(C4CC[C@]6([C@@]5([C@@H](C[C@@H]6C(C)OC(=O)C7=CC=CC=C7)O)O)C)O)C
InChI InChI=1S/C40H60O15/c1-20(52-35(48)22-8-6-5-7-9-22)25-17-29(43)39(50)37(25,4)14-12-28-36(3)13-11-24(16-23(36)10-15-38(28,39)49)53-40(34(47)32(46)31(45)27(19-41)54-40)55-33-21(2)51-30(44)18-26(33)42/h5-9,20-21,23-34,41-47,49-50H,10-19H2,1-4H3/t20?,21?,23?,24-,25+,26+,27?,28?,29+,30+,31+,32-,33+,34?,36-,37+,38-,39+,40-/m0/s1
InChI Key DOQQMRLZZIAMSN-CZVFHILGSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C40H60O15
Molecular Weight 780.90 g/mol
Exact Mass 780.39322120 g/mol
Topological Polar Surface Area (TPSA) 245.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 0.48
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[(3S,8S,10S,13R,14S,15R,17S)-3-[(2S,4S,5S)-2-[(3S,4R,6R)-4,6-dihydroxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8,14,15-trihydroxy-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 + 0.7665 76.65%
Caco-2 - 0.8738 87.38%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7337 73.37%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8170 81.70%
OATP1B3 inhibitior + 0.8783 87.83%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8592 85.92%
P-glycoprotein inhibitior + 0.7296 72.96%
P-glycoprotein substrate + 0.6857 68.57%
CYP3A4 substrate + 0.7284 72.84%
CYP2C9 substrate - 0.8036 80.36%
CYP2D6 substrate - 0.8538 85.38%
CYP3A4 inhibition - 0.8234 82.34%
CYP2C9 inhibition - 0.8943 89.43%
CYP2C19 inhibition - 0.8927 89.27%
CYP2D6 inhibition - 0.9476 94.76%
CYP1A2 inhibition - 0.8429 84.29%
CYP2C8 inhibition + 0.7056 70.56%
CYP inhibitory promiscuity - 0.9433 94.33%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6805 68.05%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9123 91.23%
Skin irritation - 0.6636 66.36%
Skin corrosion - 0.9482 94.82%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8635 86.35%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.5209 52.09%
skin sensitisation - 0.9275 92.75%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.8484 84.84%
Acute Oral Toxicity (c) I 0.4224 42.24%
Estrogen receptor binding + 0.7805 78.05%
Androgen receptor binding + 0.7432 74.32%
Thyroid receptor binding - 0.5099 50.99%
Glucocorticoid receptor binding + 0.6846 68.46%
Aromatase binding + 0.6335 63.35%
PPAR gamma + 0.7361 73.61%
Honey bee toxicity - 0.7107 71.07%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5255 52.55%
Fish aquatic toxicity + 0.9394 93.94%

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
CHEMBL221 P23219 Cyclooxygenase-1 99.07% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.41% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.92% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.45% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.47% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.44% 91.11%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 92.64% 94.23%
CHEMBL5028 O14672 ADAM10 92.44% 97.50%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 87.11% 89.44%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.67% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.02% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.07% 93.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.12% 97.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.93% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.93% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.60% 96.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.72% 89.67%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.31% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.06% 95.89%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.02% 94.62%

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.
There are no matching plants.

Cross-Links

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PubChem 162870819
LOTUS LTS0171765
wikiData Q104986139