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5-[[3-acetyloxy-17-(7,7-dimethyl-6,8-dioxabicyclo[3.2.1]octan-4-yl)-12-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl]oxy]-3-hydroxy-3-methyl-5-oxopentanoic 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 b3ebbdf3-c458-4977-98a5-d60e8506d901
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 5-[[3-acetyloxy-17-(7,7-dimethyl-6,8-dioxabicyclo[3.2.1]octan-4-yl)-12-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl]oxy]-3-hydroxy-3-methyl-5-oxopentanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H58O10/c1-20(39)45-31-25(46-30(43)19-35(6,44)18-29(41)42)17-36(7)24-16-27(40)38(9)22(21-10-13-28-34(4,5)48-32(21)47-28)14-15-37(38,8)23(24)11-12-26(36)33(31,2)3/h21-22,25-28,31-32,40,44H,10-19H2,1-9H3,(H,41,42)
InChI Key KLBORFZHMCIDPM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H58O10
Molecular Weight 674.90 g/mol
Exact Mass 674.40299804 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 4.70
Atomic LogP (AlogP) 5.71
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[[3-acetyloxy-17-(7,7-dimethyl-6,8-dioxabicyclo[3.2.1]octan-4-yl)-12-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl]oxy]-3-hydroxy-3-methyl-5-oxopentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9571 95.71%
Caco-2 - 0.8342 83.42%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7955 79.55%
OATP2B1 inhibitior - 0.7193 71.93%
OATP1B1 inhibitior + 0.8117 81.17%
OATP1B3 inhibitior + 0.9186 91.86%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8379 83.79%
P-glycoprotein inhibitior + 0.7797 77.97%
P-glycoprotein substrate + 0.5813 58.13%
CYP3A4 substrate + 0.7383 73.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8823 88.23%
CYP3A4 inhibition + 0.5166 51.66%
CYP2C9 inhibition - 0.7990 79.90%
CYP2C19 inhibition - 0.8937 89.37%
CYP2D6 inhibition - 0.9332 93.32%
CYP1A2 inhibition - 0.8844 88.44%
CYP2C8 inhibition + 0.7057 70.57%
CYP inhibitory promiscuity - 0.8227 82.27%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4457 44.57%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9144 91.44%
Skin irritation + 0.5248 52.48%
Skin corrosion - 0.9155 91.55%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5098 50.98%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5949 59.49%
skin sensitisation - 0.8617 86.17%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.6478 64.78%
Acute Oral Toxicity (c) I 0.7070 70.70%
Estrogen receptor binding + 0.6942 69.42%
Androgen receptor binding + 0.7642 76.42%
Thyroid receptor binding - 0.5298 52.98%
Glucocorticoid receptor binding + 0.7681 76.81%
Aromatase binding + 0.7169 71.69%
PPAR gamma + 0.6665 66.65%
Honey bee toxicity - 0.6387 63.87%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9888 98.88%

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 98.86% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.45% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.37% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.91% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 93.43% 90.17%
CHEMBL233 P35372 Mu opioid receptor 92.26% 97.93%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.04% 89.05%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.73% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.49% 100.00%
CHEMBL236 P41143 Delta opioid receptor 87.75% 99.35%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.67% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.53% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.60% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.17% 95.89%
CHEMBL5028 O14672 ADAM10 84.80% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.62% 97.09%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.04% 82.50%
CHEMBL259 P32245 Melanocortin receptor 4 82.40% 95.38%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.34% 93.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.13% 97.36%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.88% 89.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.87% 97.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.78% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.37% 91.03%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.19% 94.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162969587
LOTUS LTS0078587
wikiData Q104170382