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[(3S,5S,8S,9R,10R,12R,13R,14R,17S)-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-5,8,14,17-tetrahydroxy-17-(1-hydroxyethyl)-10,13-dimethyl-2,3,4,9,11,12,15,16-octahydro-1H-cyclopenta[a]phenanthren-12-yl] (E)-3-phenylprop-2-enoate

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 1ff33ddd-8cc8-4fd7-9554-d2d9c8d7edf1
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,5S,8S,9R,10R,12R,13R,14R,17S)-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-5,8,14,17-tetrahydroxy-17-(1-hydroxyethyl)-10,13-dimethyl-2,3,4,9,11,12,15,16-octahydro-1H-cyclopenta[a]phenanthren-12-yl] (E)-3-phenylprop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5CCC6(C7CC(C8(C(CCC8(C7(C=CC6(C5)O)O)O)(C(C)O)O)C)OC(=O)C=CC9=CC=CC=C9)C)C)C)C)O)OC)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@H]2OC)O[C@@H]3[C@H](O[C@H](C[C@@H]3OC)O[C@@H]4[C@H](O[C@H](C[C@@H]4OC)O[C@H]5CC[C@@]6([C@H]7C[C@H]([C@@]8([C@@](CC[C@@]8([C@@]7(C=C[C@]6(C5)O)O)O)(C(C)O)O)C)OC(=O)/C=C/C9=CC=CC=C9)C)C)C)C)O)OC)O
InChI InChI=1S/C58H88O21/c1-30-46(61)51(70-11)47(62)52(74-30)79-50-33(4)73-45(27-39(50)69-10)78-49-32(3)72-44(26-38(49)68-9)77-48-31(2)71-43(25-37(48)67-8)75-36-19-20-53(6)40-28-41(76-42(60)18-17-35-15-13-12-14-16-35)54(7)56(64,34(5)59)23-24-58(54,66)57(40,65)22-21-55(53,63)29-36/h12-18,21-22,30-34,36-41,43-52,59,61-66H,19-20,23-29H2,1-11H3/b18-17+/t30-,31-,32-,33-,34?,36+,37+,38+,39-,40-,41-,43+,44+,45+,46-,47-,48-,49-,50-,51+,52+,53-,54-,55-,56-,57+,58-/m1/s1
InChI Key BAJYNTZYDBKZHD-OADMISJYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C58H88O21
Molecular Weight 1121.30 g/mol
Exact Mass 1120.58180981 g/mol
Topological Polar Surface Area (TPSA) 279.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.97
H-Bond Acceptor 21
H-Bond Donor 7
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,5S,8S,9R,10R,12R,13R,14R,17S)-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-5,8,14,17-tetrahydroxy-17-(1-hydroxyethyl)-10,13-dimethyl-2,3,4,9,11,12,15,16-octahydro-1H-cyclopenta[a]phenanthren-12-yl] (E)-3-phenylprop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8398 83.98%
Caco-2 - 0.8631 86.31%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6137 61.37%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8358 83.58%
OATP1B3 inhibitior + 0.8342 83.42%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8321 83.21%
BSEP inhibitior + 0.9668 96.68%
P-glycoprotein inhibitior + 0.7450 74.50%
P-glycoprotein substrate + 0.7623 76.23%
CYP3A4 substrate + 0.7374 73.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8864 88.64%
CYP3A4 inhibition - 0.8480 84.80%
CYP2C9 inhibition - 0.9335 93.35%
CYP2C19 inhibition - 0.9091 90.91%
CYP2D6 inhibition - 0.9397 93.97%
CYP1A2 inhibition - 0.8340 83.40%
CYP2C8 inhibition + 0.7567 75.67%
CYP inhibitory promiscuity - 0.9667 96.67%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5721 57.21%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.8985 89.85%
Skin irritation - 0.5567 55.67%
Skin corrosion - 0.9277 92.77%
Ames mutagenesis - 0.7740 77.40%
Human Ether-a-go-go-Related Gene inhibition + 0.7872 78.72%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.5593 55.93%
skin sensitisation - 0.8829 88.29%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.9782 97.82%
Acute Oral Toxicity (c) II 0.4417 44.17%
Estrogen receptor binding + 0.7496 74.96%
Androgen receptor binding + 0.7678 76.78%
Thyroid receptor binding + 0.6837 68.37%
Glucocorticoid receptor binding + 0.7826 78.26%
Aromatase binding + 0.6215 62.15%
PPAR gamma + 0.8173 81.73%
Honey bee toxicity - 0.6649 66.49%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9630 96.30%

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 99.23% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.32% 86.33%
CHEMBL4302 P08183 P-glycoprotein 1 96.93% 92.98%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.59% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.16% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.77% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.56% 89.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 92.97% 94.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.97% 97.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.45% 94.62%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.92% 95.50%
CHEMBL2581 P07339 Cathepsin D 89.74% 98.95%
CHEMBL5028 O14672 ADAM10 88.91% 97.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.15% 94.08%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.51% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.06% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.71% 97.14%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.91% 83.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.57% 99.23%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.53% 85.31%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.61% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.59% 91.07%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.06% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.08% 93.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.83% 92.62%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 81.60% 89.44%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.22% 93.00%
CHEMBL4208 P20618 Proteasome component C5 81.20% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.03% 94.45%

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.
Gymnema sylvestre

Cross-Links

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PubChem 101948682
LOTUS LTS0012342
wikiData Q104922253