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[(2R,3R,4S,5R,6R)-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-ethenyl-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate

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 2948f743-2a8e-429e-beb3-238e71394fd5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(2R,3R,4S,5R,6R)-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-ethenyl-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(CCC5C4CC=C3C2)C=C)C)C)O)O)O
SMILES (Isomeric) CC(=O)OC[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@@]5([C@H](CC[C@H]5[C@@H]4CC=C3C2)C=C)C)C)O)O)O
InChI InChI=1S/C29H44O7/c1-5-17-7-9-21-20-8-6-18-14-19(10-12-29(18,4)22(20)11-13-28(17,21)3)35-27-26(33)25(32)24(31)23(36-27)15-34-16(2)30/h5-6,17,19-27,31-33H,1,7-15H2,2-4H3/t17-,19-,20-,21-,22-,23+,24-,25-,26+,27+,28+,29-/m0/s1
InChI Key JIBIIFHBCODWJY-QYFXJSLQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H44O7
Molecular Weight 504.70 g/mol
Exact Mass 504.30870374 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 3.51
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6R)-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-ethenyl-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8701 87.01%
Caco-2 - 0.8413 84.13%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7953 79.53%
OATP2B1 inhibitior - 0.8591 85.91%
OATP1B1 inhibitior + 0.9022 90.22%
OATP1B3 inhibitior + 0.8179 81.79%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7776 77.76%
BSEP inhibitior - 0.4824 48.24%
P-glycoprotein inhibitior - 0.4646 46.46%
P-glycoprotein substrate - 0.7227 72.27%
CYP3A4 substrate + 0.7457 74.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8832 88.32%
CYP3A4 inhibition - 0.8963 89.63%
CYP2C9 inhibition - 0.8540 85.40%
CYP2C19 inhibition - 0.8614 86.14%
CYP2D6 inhibition - 0.9386 93.86%
CYP1A2 inhibition - 0.7550 75.50%
CYP2C8 inhibition + 0.6001 60.01%
CYP inhibitory promiscuity - 0.8747 87.47%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7072 70.72%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9549 95.49%
Skin irritation + 0.5631 56.31%
Skin corrosion - 0.9410 94.10%
Ames mutagenesis - 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6962 69.62%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7272 72.72%
skin sensitisation - 0.9059 90.59%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.7430 74.30%
Acute Oral Toxicity (c) III 0.5243 52.43%
Estrogen receptor binding + 0.7257 72.57%
Androgen receptor binding + 0.6719 67.19%
Thyroid receptor binding - 0.5847 58.47%
Glucocorticoid receptor binding + 0.6705 67.05%
Aromatase binding + 0.6130 61.30%
PPAR gamma - 0.5300 53.00%
Honey bee toxicity - 0.7316 73.16%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9911 99.11%

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 98.05% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.86% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.51% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 95.24% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.76% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.29% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.01% 95.89%
CHEMBL2581 P07339 Cathepsin D 88.68% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.74% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.16% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 84.84% 92.50%
CHEMBL3401 O75469 Pregnane X receptor 84.70% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.68% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.21% 86.33%
CHEMBL5028 O14672 ADAM10 83.84% 97.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.94% 93.04%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.35% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.33% 89.05%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 101271024
LOTUS LTS0016466
wikiData Q105128889