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3-[(3S,5R,8R,9S,10S,13R,14S)-3-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15-dodecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

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 d8b2fbc6-6e14-47e6-b225-b1192ce8bce3
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name 3-[(3S,5R,8R,9S,10S,13R,14S)-3-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15-dodecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CC=C5C6=CC(=O)OC6)O)C)C)O)OC)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]4[C@@H]3CC[C@]5([C@@]4(CC=C5C6=CC(=O)OC6)O)C)C)O)OC)O
InChI InChI=1S/C30H44O8/c1-16-24(32)26(35-4)25(33)27(37-16)38-19-7-10-28(2)18(14-19)5-6-22-21(28)8-11-29(3)20(9-12-30(22,29)34)17-13-23(31)36-15-17/h9,13,16,18-19,21-22,24-27,32-34H,5-8,10-12,14-15H2,1-4H3/t16-,18-,19+,21+,22-,24-,25-,26+,27+,28+,29-,30+/m1/s1
InChI Key UZGHYQNGGUZHSY-MTZLSVLVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O8
Molecular Weight 532.70 g/mol
Exact Mass 532.30361836 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 3.03
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(3S,5R,8R,9S,10S,13R,14S)-3-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15-dodecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9583 95.83%
Caco-2 - 0.7864 78.64%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7896 78.96%
OATP2B1 inhibitior - 0.7187 71.87%
OATP1B1 inhibitior + 0.9007 90.07%
OATP1B3 inhibitior + 0.9683 96.83%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6607 66.07%
P-glycoprotein inhibitior - 0.4354 43.54%
P-glycoprotein substrate + 0.7212 72.12%
CYP3A4 substrate + 0.7227 72.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9037 90.37%
CYP3A4 inhibition - 0.8949 89.49%
CYP2C9 inhibition - 0.9092 90.92%
CYP2C19 inhibition - 0.9351 93.51%
CYP2D6 inhibition - 0.9376 93.76%
CYP1A2 inhibition - 0.9214 92.14%
CYP2C8 inhibition - 0.6092 60.92%
CYP inhibitory promiscuity - 0.8900 89.00%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5406 54.06%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9411 94.11%
Skin irritation - 0.5363 53.63%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.6779 67.79%
Human Ether-a-go-go-Related Gene inhibition + 0.7308 73.08%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.5801 58.01%
skin sensitisation - 0.9064 90.64%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6693 66.93%
Acute Oral Toxicity (c) I 0.7811 78.11%
Estrogen receptor binding + 0.7623 76.23%
Androgen receptor binding + 0.7782 77.82%
Thyroid receptor binding - 0.5263 52.63%
Glucocorticoid receptor binding + 0.7309 73.09%
Aromatase binding + 0.7215 72.15%
PPAR gamma + 0.5450 54.50%
Honey bee toxicity - 0.6131 61.31%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9474 94.74%

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 98.19% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.80% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.24% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.09% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.78% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.71% 97.09%
CHEMBL1871 P10275 Androgen Receptor 91.22% 96.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.90% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.39% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.08% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 87.69% 95.93%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.06% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.34% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.82% 89.00%
CHEMBL2581 P07339 Cathepsin D 85.67% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 82.63% 92.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.62% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.35% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.50% 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.
Adenium obesum

Cross-Links

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PubChem 23259010
LOTUS LTS0164939
wikiData Q104396543