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[(3S,8S,9R,10R,12R,13R,14R,17S)-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4S,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-8,14,17-trihydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[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 be5765ce-87e7-4bf9-acf4-1589b3b8b597
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,8S,9R,10R,12R,13R,14R,17S)-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4S,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-8,14,17-trihydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[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(CC=C6C5)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(CC=C6C5)O)O)([C@H](C)O)O)C)OC(=O)/C=C/C9=CC=CC=C9)C)C)C)C)O)OC)O
InChI InChI=1S/C58H88O20/c1-30-47(61)52(69-11)48(62)53(73-30)78-51-33(4)72-46(28-40(51)68-10)77-50-32(3)71-45(27-39(50)67-9)76-49-31(2)70-44(26-38(49)66-8)74-37-20-21-54(6)36(25-37)19-22-57(64)41(54)29-42(75-43(60)18-17-35-15-13-12-14-16-35)55(7)56(63,34(5)59)23-24-58(55,57)65/h12-19,30-34,37-42,44-53,59,61-65H,20-29H2,1-11H3/b18-17+/t30-,31-,32-,33-,34+,37+,38+,39+,40+,41-,42-,44+,45+,46+,47-,48-,49-,50-,51-,52+,53+,54+,55-,56-,57+,58-/m1/s1
InChI Key IIOPSEVNHNVNNB-VITCUFFMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C58H88O20
Molecular Weight 1105.30 g/mol
Exact Mass 1104.58689519 g/mol
Topological Polar Surface Area (TPSA) 258.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 4.00
H-Bond Acceptor 20
H-Bond Donor 6
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,8S,9R,10R,12R,13R,14R,17S)-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4S,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-8,14,17-trihydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[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 + 0.9292 92.92%
Caco-2 - 0.8637 86.37%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6901 69.01%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8464 84.64%
OATP1B3 inhibitior + 0.8996 89.96%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8321 83.21%
BSEP inhibitior + 0.9796 97.96%
P-glycoprotein inhibitior + 0.7455 74.55%
P-glycoprotein substrate + 0.7589 75.89%
CYP3A4 substrate + 0.7369 73.69%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8864 88.64%
CYP3A4 inhibition - 0.8470 84.70%
CYP2C9 inhibition - 0.9032 90.32%
CYP2C19 inhibition - 0.8944 89.44%
CYP2D6 inhibition - 0.9189 91.89%
CYP1A2 inhibition - 0.8321 83.21%
CYP2C8 inhibition + 0.7604 76.04%
CYP inhibitory promiscuity - 0.9374 93.74%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5422 54.22%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.8991 89.91%
Skin irritation - 0.5131 51.31%
Skin corrosion - 0.9316 93.16%
Ames mutagenesis - 0.7470 74.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7864 78.64%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.6166 61.66%
skin sensitisation - 0.8608 86.08%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.9602 96.02%
Acute Oral Toxicity (c) II 0.5618 56.18%
Estrogen receptor binding + 0.7758 77.58%
Androgen receptor binding + 0.7662 76.62%
Thyroid receptor binding + 0.6684 66.84%
Glucocorticoid receptor binding + 0.7880 78.80%
Aromatase binding + 0.6355 63.55%
PPAR gamma + 0.8241 82.41%
Honey bee toxicity - 0.6346 63.46%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9763 97.63%

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 98.73% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.68% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.36% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.24% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.71% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.71% 96.00%
CHEMBL2581 P07339 Cathepsin D 95.23% 98.95%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 93.05% 94.08%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.17% 95.50%
CHEMBL5028 O14672 ADAM10 90.65% 97.50%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 90.34% 94.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.27% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.19% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.07% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.06% 97.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.03% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.92% 91.07%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.83% 94.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.77% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.64% 96.47%
CHEMBL4302 P08183 P-glycoprotein 1 86.28% 92.98%
CHEMBL221 P23219 Cyclooxygenase-1 86.16% 90.17%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.92% 83.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.50% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.43% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.65% 93.56%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.87% 95.00%
CHEMBL226 P30542 Adenosine A1 receptor 80.62% 95.93%

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.
Araujia sericifera

Cross-Links

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PubChem 11115813
LOTUS LTS0160075
wikiData Q105113659