PlantaeDB Logo
Login Sign-up

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-8-hydroxy-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

Top
Internal ID 4beabd57-bc1c-4808-a747-71e61a763c55
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-8-hydroxy-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(CC5O)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(CC5O)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/C58H92O27/c1-22-42(81-47-38(69)32(63)25(60)20-76-47)36(67)40(71)48(78-22)82-43-27(19-59)79-49(41(72)37(43)68)84-45-33(64)26(61)21-77-51(45)85-52(75)58-16-15-53(2,3)17-24(58)23-9-10-29-55(6)13-12-31(80-50-39(70)34(65)35(66)44(83-50)46(73)74)54(4,5)28(55)11-14-56(29,7)57(23,8)18-30(58)62/h9,22,24-45,47-51,59-72H,10-21H2,1-8H3,(H,73,74)
InChI Key HKUOEIVTZCLWHU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C58H92O27
Molecular Weight 1221.30 g/mol
Exact Mass 1220.58259765 g/mol
Topological Polar Surface Area (TPSA) 430.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -2.84
H-Bond Acceptor 26
H-Bond Donor 15
Rotatable Bonds 12

Synonyms

Top
There are no found synonyms.

2D Structure

Top
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-8-hydroxy-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

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7601 76.01%
Caco-2 - 0.8742 87.42%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.5000 50.00%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.9419 94.19%
P-glycoprotein inhibitior + 0.7446 74.46%
P-glycoprotein substrate - 0.5309 53.09%
CYP3A4 substrate + 0.7393 73.93%
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 + 0.7655 76.55%
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 - 0.8986 89.86%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7590 75.90%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.9319 93.19%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.9605 96.05%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7711 77.11%
Androgen receptor binding + 0.7424 74.24%
Thyroid receptor binding + 0.6105 61.05%
Glucocorticoid receptor binding + 0.7881 78.81%
Aromatase binding + 0.6728 67.28%
PPAR gamma + 0.8287 82.87%
Honey bee toxicity - 0.6410 64.10%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5255 52.55%
Fish aquatic toxicity + 0.9585 95.85%

Targets

Top

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 97.93% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.45% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.65% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.62% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.60% 97.36%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.13% 89.00%
CHEMBL5028 O14672 ADAM10 86.92% 97.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.21% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.80% 97.09%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 85.69% 89.44%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.19% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 84.66% 94.75%
CHEMBL2581 P07339 Cathepsin D 84.56% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 82.20% 91.19%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.05% 95.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.06% 93.00%
CHEMBL226 P30542 Adenosine A1 receptor 80.79% 95.93%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.39% 96.77%

Plants that contains it

Top
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.
Codonopsis lanceolata

Cross-Links

Top
PubChem 14337652
LOTUS LTS0261524
wikiData Q105029979