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(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(1S)-1-[(3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethoxy]oxan-2-yl]methoxy]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 007fc633-f326-41fc-a348-a3790f1a47cb
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(1S)-1-[(3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethoxy]oxan-2-yl]methoxy]oxane-3,4,5-triol
SMILES (Canonical) CC(C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O
InChI InChI=1S/C33H54O12/c1-15(19-6-7-20-18-5-4-16-12-17(35)8-10-32(16,2)21(18)9-11-33(19,20)3)43-31-29(41)27(39)25(37)23(45-31)14-42-30-28(40)26(38)24(36)22(13-34)44-30/h4,15,17-31,34-41H,5-14H2,1-3H3/t15-,17-,18-,19+,20-,21-,22+,23+,24+,25+,26-,27-,28+,29+,30+,31+,32-,33+/m0/s1
InChI Key HSJFIDIZGCKTMA-VWSQETBDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H54O12
Molecular Weight 642.80 g/mol
Exact Mass 642.36152715 g/mol
Topological Polar Surface Area (TPSA) 199.00 Ų
XlogP 0.60
Atomic LogP (AlogP) -0.04
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(1S)-1-[(3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethoxy]oxan-2-yl]methoxy]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 + 0.6996 69.96%
Caco-2 - 0.8833 88.33%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7115 71.15%
OATP2B1 inhibitior - 0.8621 86.21%
OATP1B1 inhibitior + 0.9135 91.35%
OATP1B3 inhibitior + 0.8307 83.07%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.7596 75.96%
P-glycoprotein inhibitior + 0.5991 59.91%
P-glycoprotein substrate + 0.5794 57.94%
CYP3A4 substrate + 0.7325 73.25%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9514 95.14%
CYP2C9 inhibition - 0.9263 92.63%
CYP2C19 inhibition - 0.9276 92.76%
CYP2D6 inhibition - 0.9433 94.33%
CYP1A2 inhibition - 0.9189 91.89%
CYP2C8 inhibition + 0.6350 63.50%
CYP inhibitory promiscuity - 0.9488 94.88%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6030 60.30%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9401 94.01%
Skin irritation - 0.5271 52.71%
Skin corrosion - 0.9466 94.66%
Ames mutagenesis - 0.8644 86.44%
Human Ether-a-go-go-Related Gene inhibition + 0.7729 77.29%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6853 68.53%
skin sensitisation - 0.9222 92.22%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.7467 74.67%
Acute Oral Toxicity (c) I 0.4859 48.59%
Estrogen receptor binding + 0.7175 71.75%
Androgen receptor binding + 0.7172 71.72%
Thyroid receptor binding - 0.6052 60.52%
Glucocorticoid receptor binding - 0.4825 48.25%
Aromatase binding + 0.6703 67.03%
PPAR gamma + 0.5626 56.26%
Honey bee toxicity - 0.7099 70.99%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5250 52.50%
Fish aquatic toxicity + 0.9013 90.13%

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 98.89% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.16% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 97.74% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.15% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.84% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.50% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 91.95% 97.79%
CHEMBL2581 P07339 Cathepsin D 91.77% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.44% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 90.79% 89.05%
CHEMBL1871 P10275 Androgen Receptor 90.29% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.15% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.15% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 83.50% 90.17%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.87% 93.04%
CHEMBL4581 P52732 Kinesin-like protein 1 81.83% 93.18%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.59% 89.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.96% 82.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.93% 95.83%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.47% 89.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.45% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.14% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.07% 93.56%

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.
Periploca sepium

Cross-Links

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PubChem 163000499
LOTUS LTS0052760
wikiData Q105033076