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[3-Acetyloxy-14-[2-(2,6-diacetyloxy-11-hydroxy-5,5,9-trimethyl-3,15-dioxo-14-tetracyclo[11.2.1.01,10.04,9]hexadecanyl)ethyl]-2,11,14-trihydroxy-5,5,9-trimethyl-15-oxo-6-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate

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 ed0fa168-5d51-489a-ad33-f35d8d65a76a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [3-acetyloxy-14-[2-(2,6-diacetyloxy-11-hydroxy-5,5,9-trimethyl-3,15-dioxo-14-tetracyclo[11.2.1.01,10.04,9]hexadecanyl)ethyl]-2,11,14-trihydroxy-5,5,9-trimethyl-15-oxo-6-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate
SMILES (Canonical) CC(=O)OC1CCC2(C3C(CC4CC3(C(C(C2C1(C)C)OC(=O)C)O)C(=O)C4(CCC5C6CC(C7C8(CCC(C(C8C(=O)C(C7(C6)C5=O)OC(=O)C)(C)C)OC(=O)C)C)O)O)O)C
SMILES (Isomeric) CC(=O)OC1CCC2(C3C(CC4CC3(C(C(C2C1(C)C)OC(=O)C)O)C(=O)C4(CCC5C6CC(C7C8(CCC(C(C8C(=O)C(C7(C6)C5=O)OC(=O)C)(C)C)OC(=O)C)C)O)O)O)C
InChI InChI=1S/C48H68O15/c1-21(49)60-30-12-14-44(9)34-28(53)17-25-19-46(34,40(63-24(4)52)32(55)36(44)42(30,5)6)38(56)27(25)11-16-48(59)26-18-29(54)35-45(10)15-13-31(61-22(2)50)43(7,8)37(45)33(62-23(3)51)39(57)47(35,20-26)41(48)58/h25-31,33-37,39-40,53-54,57,59H,11-20H2,1-10H3
InChI Key YZSPYENPMRFWBO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H68O15
Molecular Weight 885.00 g/mol
Exact Mass 884.45582146 g/mol
Topological Polar Surface Area (TPSA) 237.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.60
H-Bond Acceptor 15
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3-Acetyloxy-14-[2-(2,6-diacetyloxy-11-hydroxy-5,5,9-trimethyl-3,15-dioxo-14-tetracyclo[11.2.1.01,10.04,9]hexadecanyl)ethyl]-2,11,14-trihydroxy-5,5,9-trimethyl-15-oxo-6-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9765 97.65%
Caco-2 - 0.8581 85.81%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8102 81.02%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7933 79.33%
OATP1B3 inhibitior + 0.8450 84.50%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7605 76.05%
P-glycoprotein inhibitior + 0.7629 76.29%
P-glycoprotein substrate + 0.6618 66.18%
CYP3A4 substrate + 0.7352 73.52%
CYP2C9 substrate - 0.8277 82.77%
CYP2D6 substrate - 0.8462 84.62%
CYP3A4 inhibition - 0.7937 79.37%
CYP2C9 inhibition - 0.7572 75.72%
CYP2C19 inhibition - 0.7249 72.49%
CYP2D6 inhibition - 0.9739 97.39%
CYP1A2 inhibition - 0.7714 77.14%
CYP2C8 inhibition + 0.5189 51.89%
CYP inhibitory promiscuity - 0.9654 96.54%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7174 71.74%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9028 90.28%
Skin irritation + 0.5725 57.25%
Skin corrosion - 0.9361 93.61%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3696 36.96%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5142 51.42%
skin sensitisation - 0.8703 87.03%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.4766 47.66%
Acute Oral Toxicity (c) I 0.4049 40.49%
Estrogen receptor binding + 0.7750 77.50%
Androgen receptor binding + 0.7560 75.60%
Thyroid receptor binding + 0.5271 52.71%
Glucocorticoid receptor binding + 0.7828 78.28%
Aromatase binding + 0.6243 62.43%
PPAR gamma + 0.7846 78.46%
Honey bee toxicity - 0.6551 65.51%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9908 99.08%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.58% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.18% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.80% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.42% 96.77%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.85% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.78% 91.11%
CHEMBL3922 P50579 Methionine aminopeptidase 2 90.25% 97.28%
CHEMBL340 P08684 Cytochrome P450 3A4 88.26% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.24% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 86.64% 95.93%
CHEMBL2581 P07339 Cathepsin D 85.90% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.79% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.56% 95.50%
CHEMBL255 P29275 Adenosine A2b receptor 84.15% 98.59%
CHEMBL1871 P10275 Androgen Receptor 83.18% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.98% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.91% 97.14%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.83% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.81% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.78% 95.89%
CHEMBL4040 P28482 MAP kinase ERK2 81.36% 83.82%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.06% 92.62%
CHEMBL5255 O00206 Toll-like receptor 4 80.74% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.40% 94.33%

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.
Isodon rubescens

Cross-Links

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PubChem 162974246
LOTUS LTS0041891
wikiData Q105369448