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[(2S,3R,4R,6S)-6-[(2R,3S,4R,5R,6R)-5-hydroxy-6-[[(3S,5R,8R,9S,10S,13S,14S,17R)-17-hydroxy-17-[(1R)-1-[(2S,4R,5R,6R)-4-methoxy-5-[(2S,4R,5R,6R)-4-methoxy-5-[(2S,4S,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxyethyl]-10,13-dimethyl-1,2,3,4,5,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl] 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 82f3fc3d-b63b-42d8-828f-1c8b8ce1a935
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(2S,3R,4R,6S)-6-[(2R,3S,4R,5R,6R)-5-hydroxy-6-[[(3S,5R,8R,9S,10S,13S,14S,17R)-17-hydroxy-17-[(1R)-1-[(2S,4R,5R,6R)-4-methoxy-5-[(2S,4R,5R,6R)-4-methoxy-5-[(2S,4S,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxyethyl]-10,13-dimethyl-1,2,3,4,5,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl] acetate
SMILES (Canonical) CC1C(C(CC(O1)OC2C(OC(CC2OC)OC(C)C3(CCC4C3(CCC5C4C=CC6C5(CCC(C6)OC7C(C(C(C(O7)C)OC8CC(C(C(O8)C)OC(=O)C)OC)OC)O)C)C)O)C)OC)OC9CC(C(C(O9)C)OC1C(C(C(C(O1)CO)O)O)O)OC
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@H]2OC)O[C@H](C)[C@]3(CC[C@@H]4[C@@]3(CC[C@H]5[C@H]4C=C[C@@H]6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)C)O[C@H]8C[C@H]([C@@H]([C@@H](O8)C)OC(=O)C)OC)OC)O)C)C)O)C)OC)O[C@H]9C[C@@H]([C@@H]([C@H](O9)C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)OC
InChI InChI=1S/C64H106O25/c1-29-54(83-35(7)66)41(72-10)25-49(78-29)88-58-33(5)81-61(53(70)59(58)76-14)84-37-17-20-62(8)36(23-37)15-16-38-39(62)18-21-63(9)40(38)19-22-64(63,71)34(6)82-46-24-42(73-11)55(30(2)77-46)86-47-26-43(74-12)56(31(3)79-47)87-48-27-44(75-13)57(32(4)80-48)89-60-52(69)51(68)50(67)45(28-65)85-60/h15-16,29-34,36-61,65,67-71H,17-28H2,1-14H3/t29-,30+,31+,32+,33+,34+,36-,37-,38+,39-,40-,41+,42+,43+,44-,45+,46-,47-,48-,49-,50+,51-,52+,53+,54+,55+,56+,57+,58-,59+,60-,61-,62-,63-,64-/m0/s1
InChI Key RIHISXTXBWPEPN-FVNAKFGTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C64H106O25
Molecular Weight 1275.50 g/mol
Exact Mass 1274.70231886 g/mol
Topological Polar Surface Area (TPSA) 305.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.32
H-Bond Acceptor 25
H-Bond Donor 6
Rotatable Bonds 20

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4R,6S)-6-[(2R,3S,4R,5R,6R)-5-hydroxy-6-[[(3S,5R,8R,9S,10S,13S,14S,17R)-17-hydroxy-17-[(1R)-1-[(2S,4R,5R,6R)-4-methoxy-5-[(2S,4R,5R,6R)-4-methoxy-5-[(2S,4S,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxyethyl]-10,13-dimethyl-1,2,3,4,5,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6767 67.67%
Caco-2 - 0.8670 86.70%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7263 72.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8169 81.69%
OATP1B3 inhibitior + 0.8656 86.56%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9657 96.57%
P-glycoprotein inhibitior + 0.7471 74.71%
P-glycoprotein substrate + 0.6684 66.84%
CYP3A4 substrate + 0.7498 74.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8897 88.97%
CYP3A4 inhibition - 0.9281 92.81%
CYP2C9 inhibition - 0.9261 92.61%
CYP2C19 inhibition - 0.9368 93.68%
CYP2D6 inhibition - 0.9604 96.04%
CYP1A2 inhibition - 0.9177 91.77%
CYP2C8 inhibition + 0.6298 62.98%
CYP inhibitory promiscuity - 0.9651 96.51%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6901 69.01%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9000 90.00%
Skin irritation - 0.5682 56.82%
Skin corrosion - 0.9504 95.04%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7971 79.71%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6102 61.02%
skin sensitisation - 0.9324 93.24%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.9548 95.48%
Acute Oral Toxicity (c) I 0.5375 53.75%
Estrogen receptor binding + 0.8131 81.31%
Androgen receptor binding + 0.7472 74.72%
Thyroid receptor binding + 0.6628 66.28%
Glucocorticoid receptor binding + 0.8038 80.38%
Aromatase binding + 0.6746 67.46%
PPAR gamma + 0.8386 83.86%
Honey bee toxicity - 0.6245 62.45%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6055 60.55%
Fish aquatic toxicity + 0.8444 84.44%

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 99.17% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.91% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.52% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.24% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.48% 85.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 93.64% 95.89%
CHEMBL2581 P07339 Cathepsin D 90.20% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.39% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.32% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 88.26% 91.19%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 87.03% 94.97%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.67% 89.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 86.65% 94.23%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.85% 94.08%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.28% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.34% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.95% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.72% 95.89%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 83.27% 95.58%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.22% 96.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.14% 96.77%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.71% 95.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.40% 96.21%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.39% 96.47%
CHEMBL5028 O14672 ADAM10 82.37% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.75% 94.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.62% 97.14%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.53% 95.71%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.45% 91.24%

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.
Trachelospermum asiaticum

Cross-Links

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PubChem 163010215
LOTUS LTS0257821
wikiData Q105236865