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2-[[16-hydroxy-10,13-dimethyl-17-[1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-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 9188c21b-cb03-4697-828d-ae31a26c2088
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name 2-[[16-hydroxy-10,13-dimethyl-17-[1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(C1C(CC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)O)OC6C(C(C(C(O6)CO)O)O)O
SMILES (Isomeric) CC(C1C(CC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)O)OC6C(C(C(C(O6)CO)O)O)O
InChI InChI=1S/C33H54O13/c1-14(43-30-28(41)26(39)24(37)21(12-34)45-30)23-20(36)11-19-17-5-4-15-10-16(6-8-32(15,2)18(17)7-9-33(19,23)3)44-31-29(42)27(40)25(38)22(13-35)46-31/h4,14,16-31,34-42H,5-13H2,1-3H3
InChI Key GIOQSUVPNQEWSG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H54O13
Molecular Weight 658.80 g/mol
Exact Mass 658.35644177 g/mol
Topological Polar Surface Area (TPSA) 219.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -1.07
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[[16-hydroxy-10,13-dimethyl-17-[1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-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 + 0.6996 69.96%
Caco-2 - 0.8847 88.47%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7115 71.15%
OATP2B1 inhibitior - 0.8625 86.25%
OATP1B1 inhibitior + 0.9085 90.85%
OATP1B3 inhibitior + 0.8307 83.07%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.8659 86.59%
P-glycoprotein inhibitior + 0.6246 62.46%
P-glycoprotein substrate - 0.5742 57.42%
CYP3A4 substrate + 0.7178 71.78%
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 + 0.5783 57.83%
CYP inhibitory promiscuity - 0.9488 94.88%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6030 60.30%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9340 93.40%
Skin irritation - 0.5271 52.71%
Skin corrosion - 0.9466 94.66%
Ames mutagenesis - 0.9170 91.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7596 75.96%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7908 79.08%
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 - 0.8560 85.60%
Acute Oral Toxicity (c) I 0.4859 48.59%
Estrogen receptor binding + 0.7603 76.03%
Androgen receptor binding + 0.7025 70.25%
Thyroid receptor binding - 0.5869 58.69%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding + 0.6466 64.66%
PPAR gamma + 0.6025 60.25%
Honey bee toxicity - 0.7189 71.89%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6200 62.00%
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 97.98% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.74% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 96.78% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.02% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.16% 97.25%
CHEMBL2581 P07339 Cathepsin D 91.59% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.19% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.08% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.34% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 88.33% 97.79%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.90% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 86.11% 89.05%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 85.49% 94.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.33% 85.14%
CHEMBL237 P41145 Kappa opioid receptor 84.12% 98.10%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.89% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.61% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.15% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.31% 94.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.08% 94.62%

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 75601723
LOTUS LTS0242315
wikiData Q105009128