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2-[[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 fb33df78-1827-4d09-9ecc-fbd86bd2c43e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name 2-[[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(C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)OC6C(C(C(C(O6)CO)O)O)O
SMILES (Isomeric) CC(C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)OC6C(C(C(C(O6)CO)O)O)O
InChI InChI=1S/C33H54O12/c1-15(42-30-28(40)26(38)24(36)22(13-34)44-30)19-6-7-20-18-5-4-16-12-17(8-10-32(16,2)21(18)9-11-33(19,20)3)43-31-29(41)27(39)25(37)23(14-35)45-31/h4,15,17-31,34-41H,5-14H2,1-3H3
InChI Key QBNGBFPBEMXAQL-UHFFFAOYSA-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 1.20
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 2-[[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 + 0.6576 65.76%
Caco-2 - 0.8806 88.06%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7530 75.30%
OATP2B1 inhibitior - 0.8610 86.10%
OATP1B1 inhibitior + 0.9185 91.85%
OATP1B3 inhibitior + 0.7971 79.71%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.8679 86.79%
P-glycoprotein inhibitior + 0.6273 62.73%
P-glycoprotein substrate - 0.5767 57.67%
CYP3A4 substrate + 0.7212 72.12%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9643 96.43%
CYP2C9 inhibition - 0.9208 92.08%
CYP2C19 inhibition - 0.9191 91.91%
CYP2D6 inhibition - 0.9446 94.46%
CYP1A2 inhibition - 0.8938 89.38%
CYP2C8 inhibition + 0.5374 53.74%
CYP inhibitory promiscuity - 0.9084 90.84%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6130 61.30%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9362 93.62%
Skin irritation - 0.5830 58.30%
Skin corrosion - 0.9482 94.82%
Ames mutagenesis - 0.8914 89.14%
Human Ether-a-go-go-Related Gene inhibition + 0.7500 75.00%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.8158 81.58%
skin sensitisation - 0.9246 92.46%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.7817 78.17%
Acute Oral Toxicity (c) III 0.4665 46.65%
Estrogen receptor binding + 0.7467 74.67%
Androgen receptor binding + 0.7116 71.16%
Thyroid receptor binding - 0.5782 57.82%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding + 0.6296 62.96%
PPAR gamma + 0.5859 58.59%
Honey bee toxicity - 0.7331 73.31%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5350 53.50%
Fish aquatic toxicity + 0.9329 93.29%

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 98.71% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.06% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.69% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 95.82% 95.93%
CHEMBL2581 P07339 Cathepsin D 91.97% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.46% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.44% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.32% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.98% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.77% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 88.06% 97.79%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 85.87% 89.05%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.29% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.14% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.91% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.77% 94.00%
CHEMBL237 P41145 Kappa opioid receptor 80.77% 98.10%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.30% 82.50%
CHEMBL1871 P10275 Androgen Receptor 80.14% 96.43%

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 14017361
LOTUS LTS0263581
wikiData Q105217923