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10-[3,4-Dihydroxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6b,9,9,12a-hexamethyl-4a-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-6a-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 2f29c68f-2fd1-4fe8-a973-56972b7763cf
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 10-[3,4-dihydroxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6b,9,9,12a-hexamethyl-4a-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-6a-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C(C2(C)C)CCC4(C3CC=C5C4(CCC6(C5CC(CC6)(C)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O)C(=O)O)C)C)O)O)OC8C(C(C(C(O8)CO)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2CCC3(C(C2(C)C)CCC4(C3CC=C5C4(CCC6(C5CC(CC6)(C)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O)C(=O)O)C)C)O)O)OC8C(C(C(C(O8)CO)O)O)O
InChI InChI=1S/C48H76O19/c1-21-37(66-39-34(56)31(53)29(51)24(19-49)63-39)33(55)36(58)38(62-21)65-28-11-12-45(6)26(44(28,4)5)10-13-46(7)27(45)9-8-22-23-18-43(2,3)14-15-47(23,16-17-48(22,46)41(59)60)42(61)67-40-35(57)32(54)30(52)25(20-50)64-40/h8,21,23-40,49-58H,9-20H2,1-7H3,(H,59,60)
InChI Key VYHYYPSTYRXLPO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H76O19
Molecular Weight 957.10 g/mol
Exact Mass 956.49808019 g/mol
Topological Polar Surface Area (TPSA) 312.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 0.23
H-Bond Acceptor 18
H-Bond Donor 11
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 10-[3,4-Dihydroxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6b,9,9,12a-hexamethyl-4a-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-6a-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 + 0.7181 71.81%
Caco-2 - 0.8819 88.19%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8914 89.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.6870 68.70%
OATP1B3 inhibitior - 0.5187 51.87%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior + 0.5974 59.74%
BSEP inhibitior + 0.8671 86.71%
P-glycoprotein inhibitior + 0.7507 75.07%
P-glycoprotein substrate - 0.7514 75.14%
CYP3A4 substrate + 0.7163 71.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8776 87.76%
CYP3A4 inhibition - 0.9061 90.61%
CYP2C9 inhibition - 0.8653 86.53%
CYP2C19 inhibition - 0.9130 91.30%
CYP2D6 inhibition - 0.9498 94.98%
CYP1A2 inhibition - 0.8749 87.49%
CYP2C8 inhibition + 0.6563 65.63%
CYP inhibitory promiscuity - 0.9549 95.49%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6115 61.15%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9036 90.36%
Skin irritation - 0.6295 62.95%
Skin corrosion - 0.9453 94.53%
Ames mutagenesis - 0.7270 72.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6777 67.77%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.8656 86.56%
skin sensitisation - 0.9028 90.28%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.8057 80.57%
Acute Oral Toxicity (c) III 0.7689 76.89%
Estrogen receptor binding + 0.7925 79.25%
Androgen receptor binding + 0.7396 73.96%
Thyroid receptor binding - 0.5302 53.02%
Glucocorticoid receptor binding + 0.7457 74.57%
Aromatase binding + 0.6314 63.14%
PPAR gamma + 0.7954 79.54%
Honey bee toxicity - 0.7266 72.66%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5805 58.05%
Fish aquatic toxicity + 0.9722 97.22%

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 97.89% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.28% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.33% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.15% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.66% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.51% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.96% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 85.57% 90.17%
CHEMBL2581 P07339 Cathepsin D 84.82% 98.95%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.99% 96.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.87% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.59% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.32% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.19% 96.77%
CHEMBL5028 O14672 ADAM10 80.46% 97.50%

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.
Uncaria tomentosa

Cross-Links

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PubChem 72809695
LOTUS LTS0151308
wikiData Q105298999