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[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3S,4R,5S)-4-[(2S,3R,4S,5R,6S)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxy-5-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

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 22968e9e-0800-4197-b34c-8641ee995f89
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3S,4R,5S)-4-[(2S,3R,4S,5R,6S)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxy-5-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5O)C)C)(C)C)OC9C(C(C(CO9)O)OC1C(C(C(C(O1)CO)O)OC(=O)C=CC1=CC=C(C=C1)O)O)OC1C(C(C(C(O1)CO)O)O)O)C)(C)C)O)O)O)CO)O)O)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@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)[C@]45CCC(C[C@H]4C6=CC[C@@H]7[C@]8(CC[C@@H](C([C@@H]8CC[C@]7([C@@]6(C[C@H]5O)C)C)(C)C)O[C@H]9[C@H]([C@@H]([C@H](CO9)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)CO)O)OC(=O)/C=C\C1=CC=C(C=C1)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C)(C)C)O)O)O)CO)O)O)O
InChI InChI=1S/C74H112O34/c1-30-45(82)49(86)53(90)63(98-30)106-59-38(27-77)101-62(56(93)52(59)89)97-29-39-47(84)51(88)55(92)65(102-39)108-68(95)74-22-21-69(2,3)23-34(74)33-14-15-41-71(6)19-18-43(70(4,5)40(71)17-20-72(41,7)73(33,8)24-42(74)80)103-67-61(107-64-54(91)50(87)46(83)36(25-75)99-64)58(35(79)28-96-67)105-66-57(94)60(48(85)37(26-76)100-66)104-44(81)16-11-31-9-12-32(78)13-10-31/h9-14,16,30,34-43,45-67,75-80,82-94H,15,17-29H2,1-8H3/b16-11-/t30-,34-,35-,36+,37-,38-,39+,40-,41+,42+,43-,45-,46+,47+,48+,49+,50-,51-,52+,53-,54+,55+,56+,57+,58+,59+,60-,61-,62+,63-,64-,65-,66-,67-,71-,72+,73+,74+/m0/s1
InChI Key DOFCPYWTJJFOTK-PDRPVNPXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C74H112O34
Molecular Weight 1545.70 g/mol
Exact Mass 1544.7035006 g/mol
Topological Polar Surface Area (TPSA) 539.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -3.78
H-Bond Acceptor 34
H-Bond Donor 19
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3S,4R,5S)-4-[(2S,3R,4S,5R,6S)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxy-5-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8567 85.67%
Caco-2 - 0.8606 86.06%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8317 83.17%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7027 70.27%
OATP1B3 inhibitior - 0.4152 41.52%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.9390 93.90%
P-glycoprotein inhibitior + 0.7427 74.27%
P-glycoprotein substrate + 0.6986 69.86%
CYP3A4 substrate + 0.7544 75.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8718 87.18%
CYP3A4 inhibition - 0.7238 72.38%
CYP2C9 inhibition - 0.8199 81.99%
CYP2C19 inhibition - 0.8379 83.79%
CYP2D6 inhibition - 0.9279 92.79%
CYP1A2 inhibition - 0.7832 78.32%
CYP2C8 inhibition + 0.8483 84.83%
CYP inhibitory promiscuity - 0.9494 94.94%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5954 59.54%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.8963 89.63%
Skin irritation - 0.6597 65.97%
Skin corrosion - 0.9443 94.43%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7504 75.04%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.8625 86.25%
skin sensitisation - 0.8902 89.02%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.9576 95.76%
Acute Oral Toxicity (c) III 0.6582 65.82%
Estrogen receptor binding + 0.6483 64.83%
Androgen receptor binding + 0.7552 75.52%
Thyroid receptor binding + 0.6968 69.68%
Glucocorticoid receptor binding + 0.8011 80.11%
Aromatase binding + 0.6912 69.12%
PPAR gamma + 0.8105 81.05%
Honey bee toxicity - 0.6124 61.24%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5745 57.45%
Fish aquatic toxicity + 0.9878 98.78%

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 99.49% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.76% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.77% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.67% 89.00%
CHEMBL325 Q13547 Histone deacetylase 1 95.60% 95.92%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.03% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 94.33% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.69% 95.56%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 93.33% 89.67%
CHEMBL226 P30542 Adenosine A1 receptor 93.20% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.76% 94.45%
CHEMBL206 P03372 Estrogen receptor alpha 89.92% 97.64%
CHEMBL2581 P07339 Cathepsin D 87.83% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.80% 100.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 86.13% 89.44%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.41% 96.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.79% 97.36%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.88% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.29% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 81.04% 92.50%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.94% 89.62%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 80.69% 93.10%
CHEMBL242 Q92731 Estrogen receptor beta 80.54% 98.35%

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.
Amphoricarpos neumayerianus

Cross-Links

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PubChem 162953700
LOTUS LTS0047805
wikiData Q104985953