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6-[[9,10-Diacetyloxy-8-hydroxy-4-(hydroxymethyl)-8a-methoxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-3,5-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxane-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 90795728-8d64-4d3e-aafc-a42b6ce29e0b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 6-[[9,10-diacetyloxy-8-hydroxy-4-(hydroxymethyl)-8a-methoxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-3,5-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C52H82O24/c1-21(56)69-41-42(70-22(2)57)52(68-9)24(16-47(41,3)4)23-10-11-28-48(5)14-13-30(49(6,20-55)27(48)12-15-50(28,7)51(23,8)17-29(52)58)73-46-39(75-45-36(64)34(62)32(60)26(19-54)72-45)37(65)38(40(76-46)43(66)67)74-44-35(63)33(61)31(59)25(18-53)71-44/h10,24-42,44-46,53-55,58-65H,11-20H2,1-9H3,(H,66,67)
InChI Key VAPSPDNDUFFPKM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C52H82O24
Molecular Weight 1091.20 g/mol
Exact Mass 1090.51960348 g/mol
Topological Polar Surface Area (TPSA) 377.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -1.86
H-Bond Acceptor 23
H-Bond Donor 12
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[[9,10-Diacetyloxy-8-hydroxy-4-(hydroxymethyl)-8a-methoxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-3,5-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxane-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 + 0.7524 75.24%
Caco-2 - 0.8761 87.61%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8446 84.46%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7949 79.49%
OATP1B3 inhibitior - 0.3173 31.73%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9035 90.35%
P-glycoprotein inhibitior + 0.7492 74.92%
P-glycoprotein substrate - 0.5905 59.05%
CYP3A4 substrate + 0.7336 73.36%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8881 88.81%
CYP3A4 inhibition - 0.8504 85.04%
CYP2C9 inhibition - 0.8702 87.02%
CYP2C19 inhibition - 0.9017 90.17%
CYP2D6 inhibition - 0.9473 94.73%
CYP1A2 inhibition - 0.9011 90.11%
CYP2C8 inhibition + 0.7545 75.45%
CYP inhibitory promiscuity - 0.9771 97.71%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5934 59.34%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9001 90.01%
Skin irritation - 0.6306 63.06%
Skin corrosion - 0.9434 94.34%
Ames mutagenesis - 0.8324 83.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7640 76.40%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8954 89.54%
Respiratory toxicity - 0.6556 65.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity + 0.5806 58.06%
Acute Oral Toxicity (c) III 0.7499 74.99%
Estrogen receptor binding + 0.7660 76.60%
Androgen receptor binding + 0.7537 75.37%
Thyroid receptor binding + 0.5599 55.99%
Glucocorticoid receptor binding + 0.7859 78.59%
Aromatase binding + 0.6393 63.93%
PPAR gamma + 0.8071 80.71%
Honey bee toxicity - 0.6695 66.95%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9235 92.35%

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 97.18% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.66% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.57% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.71% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.19% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.97% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.08% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.60% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.05% 99.17%
CHEMBL5028 O14672 ADAM10 83.79% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 83.70% 92.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.69% 95.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.64% 97.25%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.20% 96.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.17% 91.07%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.92% 94.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.87% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.46% 92.62%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.62% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.30% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.00% 91.19%

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.
Aesculus hippocastanum

Cross-Links

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PubChem 163085413
LOTUS LTS0157139
wikiData Q105282900