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[(5R,7R,8R,9R,10R,13S,17S)-17-[(3S,5R,6R)-5-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] 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 e62ceaf1-cb9b-4e34-8c97-d0b1c49febfd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(5R,7R,8R,9R,10R,13S,17S)-17-[(3S,5R,6R)-5-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2C(C(=O)C=CC2(C3C1(C4=CCC(C4(CC3)C)C5CC(C(OC5)C(C)(C)O)O)C)C)(C)C
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@@H]2[C@](C=CC(=O)C2(C)C)([C@@H]3[C@@]1(C4=CC[C@H]([C@@]4(CC3)C)[C@@H]5C[C@H]([C@@H](OC5)C(C)(C)O)O)C)C
InChI InChI=1S/C32H48O6/c1-18(33)38-26-16-24-28(2,3)25(35)12-14-31(24,7)23-11-13-30(6)20(9-10-22(30)32(23,26)8)19-15-21(34)27(37-17-19)29(4,5)36/h10,12,14,19-21,23-24,26-27,34,36H,9,11,13,15-17H2,1-8H3/t19-,20+,21-,23-,24+,26-,27-,30+,31-,32+/m1/s1
InChI Key XDSCBKRFIHUOTA-QSKPJDOHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H48O6
Molecular Weight 528.70 g/mol
Exact Mass 528.34508925 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 5.30
Atomic LogP (AlogP) 5.02
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(5R,7R,8R,9R,10R,13S,17S)-17-[(3S,5R,6R)-5-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9556 95.56%
Caco-2 - 0.7617 76.17%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8622 86.22%
OATP2B1 inhibitior - 0.8618 86.18%
OATP1B1 inhibitior + 0.8074 80.74%
OATP1B3 inhibitior + 0.9516 95.16%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7292 72.92%
BSEP inhibitior + 0.8216 82.16%
P-glycoprotein inhibitior + 0.6947 69.47%
P-glycoprotein substrate + 0.5179 51.79%
CYP3A4 substrate + 0.7510 75.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9039 90.39%
CYP3A4 inhibition - 0.7920 79.20%
CYP2C9 inhibition - 0.8548 85.48%
CYP2C19 inhibition - 0.9381 93.81%
CYP2D6 inhibition - 0.9305 93.05%
CYP1A2 inhibition - 0.8455 84.55%
CYP2C8 inhibition + 0.6640 66.40%
CYP inhibitory promiscuity - 0.8923 89.23%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5966 59.66%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9416 94.16%
Skin irritation + 0.5470 54.70%
Skin corrosion - 0.9359 93.59%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6769 67.69%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5860 58.60%
skin sensitisation - 0.8857 88.57%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6802 68.02%
Acute Oral Toxicity (c) I 0.5924 59.24%
Estrogen receptor binding + 0.7594 75.94%
Androgen receptor binding + 0.6971 69.71%
Thyroid receptor binding + 0.5444 54.44%
Glucocorticoid receptor binding + 0.7145 71.45%
Aromatase binding + 0.6335 63.35%
PPAR gamma + 0.7043 70.43%
Honey bee toxicity - 0.7158 71.58%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9847 98.47%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.24% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.08% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.90% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.73% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.54% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.46% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.32% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.09% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.59% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.27% 96.77%
CHEMBL5028 O14672 ADAM10 88.80% 97.50%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 87.68% 88.84%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.73% 99.23%
CHEMBL2581 P07339 Cathepsin D 86.16% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.08% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 85.99% 91.19%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.36% 97.28%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.14% 91.07%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.86% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.33% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.10% 93.04%
CHEMBL1871 P10275 Androgen Receptor 81.76% 96.43%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.47% 100.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.44% 94.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.28% 86.33%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.90% 94.08%

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.
Toona sinensis
Turraea pubescens

Cross-Links

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PubChem 162998846
LOTUS LTS0119108
wikiData Q105326044