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[3-[[3,4-Dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-2,4,5,6-tetrahydroxycyclohexyl] 10,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-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 dc39c48c-806e-4eb5-8d07-8b4fded5c5d2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [3-[[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-2,4,5,6-tetrahydroxycyclohexyl] 10,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-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(OC(C(C2O)O)OCC3C(C(C(C(C3O)OC(=O)C45CCC(CC4C6=CCC7C(C6(CC5)C)(CCC8C7(CC(C(C8(C)CO)O)O)C)C)(C)C)O)O)O)CO)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(C3O)OC(=O)C45CCC(CC4C6=CCC7C(C6(CC5)C)(CCC8C7(CC(C(C8(C)CO)O)O)C)C)(C)C)O)O)O)CO)O)O)O
InChI InChI=1S/C49H80O19/c1-21-29(53)32(56)36(60)42(65-21)67-38-26(18-50)66-41(37(61)35(38)59)64-19-22-30(54)33(57)34(58)39(31(22)55)68-43(63)49-14-12-44(2,3)16-24(49)23-8-9-28-45(4)17-25(52)40(62)46(5,20-51)27(45)10-11-48(28,7)47(23,6)13-15-49/h8,21-22,24-42,50-62H,9-20H2,1-7H3
InChI Key MQSSVBUAEXUMAK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C49H80O19
Molecular Weight 973.10 g/mol
Exact Mass 972.52938032 g/mol
Topological Polar Surface Area (TPSA) 326.00 Ų
XlogP -0.10
Atomic LogP (AlogP) -1.25
H-Bond Acceptor 19
H-Bond Donor 13
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3-[[3,4-Dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-2,4,5,6-tetrahydroxycyclohexyl] 10,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-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 + 0.7891 78.91%
Caco-2 - 0.8885 88.85%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8751 87.51%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.8439 84.39%
P-glycoprotein inhibitior + 0.7405 74.05%
P-glycoprotein substrate - 0.5398 53.98%
CYP3A4 substrate + 0.7250 72.50%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8591 85.91%
CYP3A4 inhibition - 0.9300 93.00%
CYP2C9 inhibition - 0.8838 88.38%
CYP2C19 inhibition - 0.9101 91.01%
CYP2D6 inhibition - 0.9422 94.22%
CYP1A2 inhibition - 0.8933 89.33%
CYP2C8 inhibition + 0.6972 69.72%
CYP inhibitory promiscuity - 0.9668 96.68%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6254 62.54%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9052 90.52%
Skin irritation - 0.6103 61.03%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.8800 88.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7365 73.65%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.7094 70.94%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.8372 83.72%
Androgen receptor binding + 0.7434 74.34%
Thyroid receptor binding - 0.5101 51.01%
Glucocorticoid receptor binding + 0.7211 72.11%
Aromatase binding + 0.6587 65.87%
PPAR gamma + 0.8146 81.46%
Honey bee toxicity - 0.6865 68.65%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5650 56.50%
Fish aquatic toxicity + 0.9411 94.11%

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 99.33% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.58% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.74% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.53% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.86% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.64% 97.36%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.80% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.72% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 87.92% 95.93%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 86.29% 95.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.77% 95.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.47% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.01% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.87% 96.61%
CHEMBL2581 P07339 Cathepsin D 84.32% 98.95%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.08% 86.92%
CHEMBL5255 O00206 Toll-like receptor 4 81.84% 92.50%
CHEMBL5028 O14672 ADAM10 81.79% 97.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.25% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.44% 86.33%

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.
Akebia trifoliata

Cross-Links

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PubChem 163010929
LOTUS LTS0123306
wikiData Q105170247