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6-[[8a-[3-[5-[3,4-Dihydroxy-6-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-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 f5df2e3f-c30e-4ad7-8afe-a5d2eab8662a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 6-[[8a-[3-[5-[3,4-dihydroxy-6-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3C(C(COC3OC(=O)C45CCC(CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C)OC9C(C(C(C(O9)C(=O)O)O)O)O)C)(C)C)O)O)CO)O)O)OC1C(C(C(CO1)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3C(C(COC3OC(=O)C45CCC(CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C)OC9C(C(C(C(O9)C(=O)O)O)O)O)C)(C)C)O)O)CO)O)O)OC1C(C(C(CO1)O)O)O
InChI InChI=1S/C58H92O26/c1-23-42(80-47-38(68)32(62)26(60)21-75-47)36(66)40(70)48(77-23)81-43-28(20-59)78-49(41(71)37(43)67)83-45-33(63)27(61)22-76-51(45)84-52(74)58-17-15-53(2,3)19-25(58)24-9-10-30-55(6)13-12-31(79-50-39(69)34(64)35(65)44(82-50)46(72)73)54(4,5)29(55)11-14-57(30,8)56(24,7)16-18-58/h9,23,25-45,47-51,59-71H,10-22H2,1-8H3,(H,72,73)
InChI Key WESQKCROSIRHPI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C58H92O26
Molecular Weight 1205.30 g/mol
Exact Mass 1204.58768304 g/mol
Topological Polar Surface Area (TPSA) 410.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -1.81
H-Bond Acceptor 25
H-Bond Donor 14
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[[8a-[3-[5-[3,4-Dihydroxy-6-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-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 - 0.8743 87.43%
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 + 0.6937 69.37%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.9219 92.19%
P-glycoprotein inhibitior + 0.7450 74.50%
P-glycoprotein substrate - 0.6275 62.75%
CYP3A4 substrate + 0.7353 73.53%
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 + 0.7738 77.38%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8987 89.87%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7506 75.06%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.9500 95.00%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.9579 95.79%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7709 77.09%
Androgen receptor binding + 0.7401 74.01%
Thyroid receptor binding + 0.6062 60.62%
Glucocorticoid receptor binding + 0.7866 78.66%
Aromatase binding + 0.6744 67.44%
PPAR gamma + 0.8253 82.53%
Honey bee toxicity - 0.6357 63.57%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5455 54.55%
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 98.41% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.05% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.98% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.52% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.93% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.81% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.24% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.48% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.72% 94.45%
CHEMBL5028 O14672 ADAM10 84.99% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.26% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.80% 93.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.45% 96.77%
CHEMBL340 P08684 Cytochrome P450 3A4 81.83% 91.19%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.62% 95.50%

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.
Calophyllum brasiliense
Codonopsis lanceolata

Cross-Links

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PubChem 162847943
LOTUS LTS0158907
wikiData Q105031527