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5-[[3,12-diacetyloxy-17-[2-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-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 70f11f1d-8442-40cf-8c97-657d7630ce61
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 5-[[3,12-diacetyloxy-17-[2-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-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/C40H62O12/c1-21(41)49-30-17-26-25(39(9)16-15-24(40(30,39)10)23-11-14-29(36(5,6)47)52-34(23)46)12-13-28-35(3,4)33(50-22(2)42)27(18-38(26,28)8)51-32(45)20-37(7,48)19-31(43)44/h23-24,27-30,33-34,46-48H,11-20H2,1-10H3,(H,43,44)
InChI Key NWNZSOBRAQBTIG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H62O12
Molecular Weight 734.90 g/mol
Exact Mass 734.42412741 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 5.23
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[[3,12-diacetyloxy-17-[2-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-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 + 0.9662 96.62%
Caco-2 - 0.8507 85.07%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8065 80.65%
OATP2B1 inhibitior - 0.7274 72.74%
OATP1B1 inhibitior + 0.7924 79.24%
OATP1B3 inhibitior + 0.8083 80.83%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8803 88.03%
P-glycoprotein inhibitior + 0.7934 79.34%
P-glycoprotein substrate + 0.5503 55.03%
CYP3A4 substrate + 0.7366 73.66%
CYP2C9 substrate - 0.8038 80.38%
CYP2D6 substrate - 0.8837 88.37%
CYP3A4 inhibition - 0.5623 56.23%
CYP2C9 inhibition - 0.8186 81.86%
CYP2C19 inhibition - 0.8753 87.53%
CYP2D6 inhibition - 0.9400 94.00%
CYP1A2 inhibition - 0.8979 89.79%
CYP2C8 inhibition + 0.7071 70.71%
CYP inhibitory promiscuity - 0.8397 83.97%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6665 66.65%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9091 90.91%
Skin irritation + 0.5450 54.50%
Skin corrosion - 0.9310 93.10%
Ames mutagenesis - 0.6154 61.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5658 56.58%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5824 58.24%
skin sensitisation - 0.8674 86.74%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7165 71.65%
Acute Oral Toxicity (c) I 0.7438 74.38%
Estrogen receptor binding + 0.7417 74.17%
Androgen receptor binding + 0.7389 73.89%
Thyroid receptor binding - 0.5143 51.43%
Glucocorticoid receptor binding + 0.7590 75.90%
Aromatase binding + 0.7046 70.46%
PPAR gamma + 0.7255 72.55%
Honey bee toxicity - 0.6578 65.78%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9893 98.93%

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 98.37% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.68% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.58% 85.14%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 92.85% 89.05%
CHEMBL2581 P07339 Cathepsin D 92.80% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.33% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.08% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.76% 100.00%
CHEMBL5028 O14672 ADAM10 87.51% 97.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.86% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.12% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.06% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.71% 94.45%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.40% 93.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.54% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.56% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.02% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.82% 95.89%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.76% 89.50%
CHEMBL340 P08684 Cytochrome P450 3A4 82.42% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.72% 91.07%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.30% 92.62%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.29% 95.71%
CHEMBL204 P00734 Thrombin 81.15% 96.01%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.53% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.12% 93.04%

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 75051908
LOTUS LTS0068905
wikiData Q104180084