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[3-[4,5-Dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] 9-formyl-5-hydroxy-2,2,6a,6b,9,12a-hexamethyl-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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 4902b527-3fbe-4843-af3c-db1065502b37
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [3-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] 9-formyl-5-hydroxy-2,2,6a,6b,9,12a-hexamethyl-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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(C(COC2OC3C(C(C(OC3OC(=O)C45CCC(CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5O)C)C)(C)C=O)OC9C(C(C(C(O9)CO)O)O)O)C)(C)C)COC1C(C(C(C(O1)CO)O)O)O)O)O)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(COC2OC3C(C(C(OC3OC(=O)C45CCC(CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5O)C)C)(C)C=O)OC9C(C(C(C(O9)CO)O)O)O)C)(C)C)COC1C(C(C(C(O1)CO)O)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C59H94O28/c1-23-34(65)39(70)44(75)49(80-23)85-46-35(66)26(63)20-78-51(46)86-47-42(73)38(69)29(21-79-48-43(74)40(71)36(67)27(18-60)81-48)83-52(47)87-53(77)59-15-14-54(2,3)16-25(59)24-8-9-31-55(4)12-11-33(84-50-45(76)41(72)37(68)28(19-61)82-50)56(5,22-62)30(55)10-13-57(31,6)58(24,7)17-32(59)64/h8,22-23,25-52,60-61,63-76H,9-21H2,1-7H3
InChI Key GTIJSJBILWMFPO-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C59H94O28
Molecular Weight 1251.40 g/mol
Exact Mass 1250.59316234 g/mol
Topological Polar Surface Area (TPSA) 450.00 Ų
XlogP -2.60
Atomic LogP (AlogP) -4.39
H-Bond Acceptor 28
H-Bond Donor 16
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3-[4,5-Dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] 9-formyl-5-hydroxy-2,2,6a,6b,9,12a-hexamethyl-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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 + 0.7601 76.01%
Caco-2 - 0.8781 87.81%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7133 71.33%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.9484 94.84%
P-glycoprotein inhibitior + 0.7454 74.54%
P-glycoprotein substrate + 0.5679 56.79%
CYP3A4 substrate + 0.7394 73.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8579 85.79%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8704 87.04%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.7463 74.63%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8995 89.95%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7901 79.01%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8875 88.75%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.9219 92.19%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7660 76.60%
Androgen receptor binding + 0.7517 75.17%
Thyroid receptor binding + 0.6399 63.99%
Glucocorticoid receptor binding + 0.8031 80.31%
Aromatase binding + 0.6310 63.10%
PPAR gamma + 0.8344 83.44%
Honey bee toxicity - 0.6532 65.32%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9585 95.85%

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 98.45% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.63% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.51% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.95% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.75% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.68% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.52% 97.36%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.03% 86.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.59% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.42% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 88.98% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.49% 100.00%
CHEMBL5028 O14672 ADAM10 86.98% 97.50%
CHEMBL2581 P07339 Cathepsin D 85.30% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 85.19% 94.75%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.87% 96.77%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.63% 95.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.80% 96.61%

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.
Acanthophyllum squarrosum

Cross-Links

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PubChem 73809253
LOTUS LTS0136624
wikiData Q105018818