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(2S,3R,4S,5R)-2-[[(1R,3S,4R,5R,6R,7S,9S,12R,14S,17R,18R,19R,21R,22S)-5,6-dihydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]oxane-3,4,5-triol

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 af5ea80a-0795-4cee-95fe-2624ffe298a0
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2S,3R,4S,5R)-2-[[(1R,3S,4R,5R,6R,7S,9S,12R,14S,17R,18R,19R,21R,22S)-5,6-dihydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H56O10/c1-16-12-18-27(30(4,5)41)45-35(44-18)14-32(7)26-22(39)21(38)25-29(2,3)19(43-28-23(40)20(37)17(36)13-42-28)8-9-33(25)15-34(26,33)11-10-31(32,6)24(16)35/h16-28,36-41H,8-15H2,1-7H3/t16-,17-,18-,19+,20+,21+,22+,23-,24-,25-,26-,27+,28+,31-,32+,33-,34+,35-/m1/s1
InChI Key IBFSNKFLAGACSY-CMDYJNMRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H56O10
Molecular Weight 636.80 g/mol
Exact Mass 636.38734798 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.09
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5R)-2-[[(1R,3S,4R,5R,6R,7S,9S,12R,14S,17R,18R,19R,21R,22S)-5,6-dihydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7457 74.57%
Caco-2 - 0.8436 84.36%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6558 65.58%
OATP2B1 inhibitior - 0.8625 86.25%
OATP1B1 inhibitior + 0.8619 86.19%
OATP1B3 inhibitior + 0.9299 92.99%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.8995 89.95%
P-glycoprotein inhibitior + 0.6900 69.00%
P-glycoprotein substrate + 0.5427 54.27%
CYP3A4 substrate + 0.7219 72.19%
CYP2C9 substrate - 0.8018 80.18%
CYP2D6 substrate - 0.8266 82.66%
CYP3A4 inhibition - 0.9101 91.01%
CYP2C9 inhibition - 0.8006 80.06%
CYP2C19 inhibition - 0.8528 85.28%
CYP2D6 inhibition - 0.9403 94.03%
CYP1A2 inhibition - 0.8578 85.78%
CYP2C8 inhibition + 0.7200 72.00%
CYP inhibitory promiscuity - 0.9581 95.81%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6248 62.48%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9139 91.39%
Skin irritation - 0.6874 68.74%
Skin corrosion - 0.9358 93.58%
Ames mutagenesis - 0.5654 56.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6794 67.94%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6131 61.31%
skin sensitisation - 0.8903 89.03%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7753 77.53%
Acute Oral Toxicity (c) I 0.4592 45.92%
Estrogen receptor binding + 0.5330 53.30%
Androgen receptor binding + 0.7434 74.34%
Thyroid receptor binding - 0.5484 54.84%
Glucocorticoid receptor binding + 0.5519 55.19%
Aromatase binding + 0.6884 68.84%
PPAR gamma + 0.6433 64.33%
Honey bee toxicity - 0.6989 69.89%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9120 91.20%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.87% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.26% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.76% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.83% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.83% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.67% 92.94%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.03% 96.95%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 89.42% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.99% 97.14%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.97% 92.88%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.97% 82.69%
CHEMBL259 P32245 Melanocortin receptor 4 87.93% 95.38%
CHEMBL204 P00734 Thrombin 85.78% 96.01%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.36% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.66% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 84.45% 91.49%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 83.36% 98.99%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.03% 96.61%
CHEMBL2243 O00519 Anandamide amidohydrolase 82.85% 97.53%
CHEMBL284 P27487 Dipeptidyl peptidase IV 82.65% 95.69%
CHEMBL1871 P10275 Androgen Receptor 81.41% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.02% 89.00%
CHEMBL2581 P07339 Cathepsin D 80.29% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 80.18% 97.79%

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.
Astragalus orbiculatus

Cross-Links

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PubChem 162873239
LOTUS LTS0029682
wikiData Q105036489