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3-[3,5-Dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-8a-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxycarbonyl-2,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid

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 94ac92d7-b40e-4cfe-9681-2889a6df4eec
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 3-[3,5-dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-8a-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxycarbonyl-2,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4O)C)(CCC7C6(CC(C(C7(C)C(=O)O)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)C)C)(C)C)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4O)C)(CCC7C6(CC(C(C7(C)C(=O)O)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)C)C)(C)C)O)O)O)O)O
InChI InChI=1S/C53H84O25/c1-20-30(59)34(63)36(65)42(72-20)76-40-31(60)24(57)19-71-45(40)78-47(70)53-13-12-48(2,3)14-22(53)21-8-9-27-49(4)15-23(56)41(52(7,46(68)69)28(49)10-11-50(27,5)51(21,6)16-29(53)58)77-44-38(67)39(33(62)26(18-55)74-44)75-43-37(66)35(64)32(61)25(17-54)73-43/h8,20,22-45,54-67H,9-19H2,1-7H3,(H,68,69)
InChI Key XODXSHXJQOMGPL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C53H84O25
Molecular Weight 1121.20 g/mol
Exact Mass 1120.53016816 g/mol
Topological Polar Surface Area (TPSA) 411.00 Ų
XlogP -1.40
Atomic LogP (AlogP) -3.36
H-Bond Acceptor 24
H-Bond Donor 15
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[3,5-Dihydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-8a-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxycarbonyl-2,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid

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 - 0.8817 88.17%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3343 33.43%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.8631 86.31%
P-glycoprotein inhibitior + 0.7469 74.69%
P-glycoprotein substrate + 0.5755 57.55%
CYP3A4 substrate + 0.7243 72.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8776 87.76%
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 + 0.7322 73.22%
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 - 0.9003 90.03%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7367 73.67%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8750 87.50%
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 - 0.8417 84.17%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7903 79.03%
Androgen receptor binding + 0.7489 74.89%
Thyroid receptor binding + 0.5751 57.51%
Glucocorticoid receptor binding + 0.7757 77.57%
Aromatase binding + 0.6043 60.43%
PPAR gamma + 0.8258 82.58%
Honey bee toxicity - 0.7027 70.27%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6150 61.50%
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 99.21% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.74% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.80% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.42% 86.33%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 92.45% 95.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.76% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.89% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.46% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.71% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.54% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.44% 96.77%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.34% 93.00%
CHEMBL5028 O14672 ADAM10 84.05% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 83.22% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.18% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.07% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.85% 91.07%
CHEMBL1937 Q92769 Histone deacetylase 2 80.43% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.20% 89.00%

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.
Medicago truncatula

Cross-Links

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PubChem 162865553
LOTUS LTS0125668
wikiData Q105337711