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(2R,3R,4R,5R,6S)-2-[[(3S,8S,9S,10R,11S,13S,14S,16S,17R)-3,11-dihydroxy-17-[(2S,3S)-3-hydroxy-6-methylhept-5-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-6-methyloxane-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 60dc85ad-d7b6-4d02-8096-922a2aef919a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2R,3R,4R,5R,6S)-2-[[(3S,8S,9S,10R,11S,13S,14S,16S,17R)-3,11-dihydroxy-17-[(2S,3S)-3-hydroxy-6-methylhept-5-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2CC3C4CC=C5CC(CCC5(C4C(CC3(C2C(C)C(CC=C(C)C)O)C)O)C)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2C[C@H]3[C@@H]4CC=C5C[C@H](CC[C@@]5([C@H]4[C@H](C[C@@]3([C@H]2[C@H](C)[C@H](CC=C(C)C)O)C)O)C)O)O)O)O
InChI InChI=1S/C33H54O8/c1-16(2)7-10-23(35)17(3)26-25(41-31-30(39)29(38)28(37)18(4)40-31)14-22-21-9-8-19-13-20(34)11-12-32(19,5)27(21)24(36)15-33(22,26)6/h7-8,17-18,20-31,34-39H,9-15H2,1-6H3/t17-,18+,20+,21+,22+,23+,24+,25+,26+,27-,28+,29-,30-,31+,32+,33+/m1/s1
InChI Key LRONDGZWCVNLRJ-WPMCRGPISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H54O8
Molecular Weight 578.80 g/mol
Exact Mass 578.38186868 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.07
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4R,5R,6S)-2-[[(3S,8S,9S,10R,11S,13S,14S,16S,17R)-3,11-dihydroxy-17-[(2S,3S)-3-hydroxy-6-methylhept-5-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-6-methyloxane-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 + 0.9043 90.43%
Caco-2 - 0.8332 83.32%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6827 68.27%
OATP2B1 inhibitior - 0.8598 85.98%
OATP1B1 inhibitior + 0.8868 88.68%
OATP1B3 inhibitior + 0.8179 81.79%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.4605 46.05%
P-glycoprotein inhibitior + 0.5898 58.98%
P-glycoprotein substrate + 0.6337 63.37%
CYP3A4 substrate + 0.7124 71.24%
CYP2C9 substrate - 0.8028 80.28%
CYP2D6 substrate - 0.8179 81.79%
CYP3A4 inhibition - 0.8002 80.02%
CYP2C9 inhibition - 0.8238 82.38%
CYP2C19 inhibition - 0.8161 81.61%
CYP2D6 inhibition - 0.9275 92.75%
CYP1A2 inhibition - 0.8472 84.72%
CYP2C8 inhibition + 0.7400 74.00%
CYP inhibitory promiscuity - 0.8702 87.02%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6788 67.88%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9396 93.96%
Skin irritation + 0.5166 51.66%
Skin corrosion - 0.9310 93.10%
Ames mutagenesis - 0.8054 80.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7766 77.66%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.6445 64.45%
skin sensitisation - 0.8383 83.83%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8355 83.55%
Acute Oral Toxicity (c) I 0.4658 46.58%
Estrogen receptor binding + 0.7298 72.98%
Androgen receptor binding + 0.6800 68.00%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.5684 56.84%
Aromatase binding + 0.6995 69.95%
PPAR gamma + 0.6221 62.21%
Honey bee toxicity - 0.6636 66.36%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9762 97.62%

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 98.80% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.96% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.79% 85.14%
CHEMBL226 P30542 Adenosine A1 receptor 95.90% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.39% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.92% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.92% 100.00%
CHEMBL2581 P07339 Cathepsin D 92.04% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 91.86% 90.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.72% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 90.47% 89.05%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.35% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.96% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.23% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.68% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.10% 97.36%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.76% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 85.17% 94.73%

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.
Ornithogalum saundersiae

Cross-Links

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PubChem 10257602
LOTUS LTS0157801
wikiData Q105156245