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(2S,3R,4S,5S,6R)-2-[[(1S,2S,4R,6S)-4-[(1S)-1-[(1S,3R,8S,9S,10R,13S,14S,17R)-1,3-dihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-2-yl]oxy]-6-(hydroxymethyl)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 ee09d8f9-c6ef-4b15-bf5e-9e4f0cbf6126
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[[(1S,2S,4R,6S)-4-[(1S)-1-[(1S,3R,8S,9S,10R,13S,14S,17R)-1,3-dihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(C1CCC2C1(CCC3C2CC=C4C3(C(CC(C4)O)O)C)C)C5CC6(C(O6)(C(O5)OC7C(C(C(C(O7)CO)O)O)O)C)C
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3([C@H](C[C@@H](C4)O)O)C)C)[C@H]5C[C@]6([C@](O6)([C@@H](O5)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C
InChI InChI=1S/C34H54O10/c1-16(23-14-32(3)34(5,44-32)30(42-23)43-29-28(40)27(39)26(38)24(15-35)41-29)20-8-9-21-19-7-6-17-12-18(36)13-25(37)33(17,4)22(19)10-11-31(20,21)2/h6,16,18-30,35-40H,7-15H2,1-5H3/t16-,18+,19-,20+,21-,22-,23+,24+,25-,26+,27-,28+,29-,30-,31+,32-,33-,34+/m0/s1
InChI Key MNFQTDOKETXTKR-SLUKKYMLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H54O10
Molecular Weight 622.80 g/mol
Exact Mass 622.37169792 g/mol
Topological Polar Surface Area (TPSA) 162.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.01
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[[(1S,2S,4R,6S)-4-[(1S)-1-[(1S,3R,8S,9S,10R,13S,14S,17R)-1,3-dihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-2-yl]oxy]-6-(hydroxymethyl)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 + 0.7962 79.62%
Caco-2 - 0.8578 85.78%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6550 65.50%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8539 85.39%
OATP1B3 inhibitior + 0.8972 89.72%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.6490 64.90%
P-glycoprotein inhibitior + 0.6645 66.45%
P-glycoprotein substrate + 0.5933 59.33%
CYP3A4 substrate + 0.7447 74.47%
CYP2C9 substrate - 0.8034 80.34%
CYP2D6 substrate - 0.8362 83.62%
CYP3A4 inhibition - 0.9241 92.41%
CYP2C9 inhibition - 0.7904 79.04%
CYP2C19 inhibition - 0.8771 87.71%
CYP2D6 inhibition - 0.9318 93.18%
CYP1A2 inhibition - 0.8561 85.61%
CYP2C8 inhibition + 0.6621 66.21%
CYP inhibitory promiscuity - 0.9298 92.98%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6460 64.60%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9319 93.19%
Skin irritation - 0.5510 55.10%
Skin corrosion - 0.9376 93.76%
Ames mutagenesis - 0.8114 81.14%
Human Ether-a-go-go-Related Gene inhibition + 0.8009 80.09%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.7853 78.53%
skin sensitisation - 0.8902 89.02%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8084 80.84%
Acute Oral Toxicity (c) I 0.4773 47.73%
Estrogen receptor binding + 0.6547 65.47%
Androgen receptor binding + 0.7876 78.76%
Thyroid receptor binding - 0.5874 58.74%
Glucocorticoid receptor binding + 0.5731 57.31%
Aromatase binding + 0.6625 66.25%
PPAR gamma + 0.6136 61.36%
Honey bee toxicity - 0.6962 69.62%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9306 93.06%

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 98.80% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 98.32% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.84% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.24% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.36% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.11% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 93.52% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.08% 94.45%
CHEMBL2581 P07339 Cathepsin D 87.98% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.14% 86.33%
CHEMBL220 P22303 Acetylcholinesterase 87.11% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.68% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.29% 89.00%
CHEMBL1871 P10275 Androgen Receptor 84.00% 96.43%
CHEMBL3401 O75469 Pregnane X receptor 83.70% 94.73%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.44% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.87% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.86% 97.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.52% 93.04%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.36% 97.33%

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.
Solanum capsicoides

Cross-Links

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PubChem 10675387
LOTUS LTS0015414
wikiData Q105168343