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[(1R,3aR,5aR,5bR,7aR,8R,11aR,11bR,13aR,13bS)-1-(3-hydroxyprop-1-en-2-yl)-3a,5a,5b,8,11a-pentamethyl-9-oxo-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-8-yl]methyl 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 32c8997d-9faa-4ab9-92f0-0ac1b00dfcbc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,3aR,5aR,5bR,7aR,8R,11aR,11bR,13aR,13bS)-1-(3-hydroxyprop-1-en-2-yl)-3a,5a,5b,8,11a-pentamethyl-9-oxo-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-8-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1(C2CCC3(C(C2(CCC1=O)C)CCC4C3(CCC5(C4C(CC5)C(=C)CO)C)C)C)C
SMILES (Isomeric) CC(=O)OC[C@]1([C@@H]2CC[C@@]3([C@@H]([C@]2(CCC1=O)C)CC[C@H]4[C@]3(CC[C@@]5([C@@H]4[C@@H](CC5)C(=C)CO)C)C)C)C
InChI InChI=1S/C32H50O4/c1-20(18-33)22-10-13-28(3)16-17-31(6)23(27(22)28)8-9-25-29(4)14-12-26(35)30(5,19-36-21(2)34)24(29)11-15-32(25,31)7/h22-25,27,33H,1,8-19H2,2-7H3/t22-,23+,24+,25+,27+,28+,29-,30-,31+,32+/m0/s1
InChI Key PGISTDGTJPNBMW-VATBJYKKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H50O4
Molecular Weight 498.70 g/mol
Exact Mass 498.37091007 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 7.70
Atomic LogP (AlogP) 6.75
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3aR,5aR,5bR,7aR,8R,11aR,11bR,13aR,13bS)-1-(3-hydroxyprop-1-en-2-yl)-3a,5a,5b,8,11a-pentamethyl-9-oxo-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-8-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9707 97.07%
Caco-2 - 0.6993 69.93%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7767 77.67%
OATP2B1 inhibitior - 0.5636 56.36%
OATP1B1 inhibitior + 0.8950 89.50%
OATP1B3 inhibitior + 0.8731 87.31%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.5271 52.71%
BSEP inhibitior + 0.9012 90.12%
P-glycoprotein inhibitior - 0.4469 44.69%
P-glycoprotein substrate - 0.6837 68.37%
CYP3A4 substrate + 0.6972 69.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8663 86.63%
CYP3A4 inhibition - 0.7586 75.86%
CYP2C9 inhibition - 0.8916 89.16%
CYP2C19 inhibition - 0.8683 86.83%
CYP2D6 inhibition - 0.9430 94.30%
CYP1A2 inhibition - 0.7654 76.54%
CYP2C8 inhibition + 0.5983 59.83%
CYP inhibitory promiscuity - 0.8791 87.91%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6363 63.63%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9218 92.18%
Skin irritation + 0.5849 58.49%
Skin corrosion - 0.9622 96.22%
Ames mutagenesis - 0.6553 65.53%
Human Ether-a-go-go-Related Gene inhibition + 0.7092 70.92%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.8971 89.71%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.7057 70.57%
Acute Oral Toxicity (c) III 0.7326 73.26%
Estrogen receptor binding + 0.6866 68.66%
Androgen receptor binding + 0.7883 78.83%
Thyroid receptor binding + 0.5144 51.44%
Glucocorticoid receptor binding + 0.7751 77.51%
Aromatase binding + 0.7085 70.85%
PPAR gamma + 0.6227 62.27%
Honey bee toxicity - 0.7276 72.76%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9963 99.63%

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 97.31% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.86% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.13% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.78% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.83% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 91.77% 94.75%
CHEMBL2581 P07339 Cathepsin D 91.72% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.60% 92.94%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.33% 96.38%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.50% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.30% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.27% 100.00%
CHEMBL3524 P56524 Histone deacetylase 4 84.63% 92.97%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.11% 93.04%
CHEMBL340 P08684 Cytochrome P450 3A4 82.90% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.77% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.61% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.57% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.62% 94.00%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 80.39% 95.42%
CHEMBL5028 O14672 ADAM10 80.26% 97.50%

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.
Skimmia laureola

Cross-Links

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PubChem 21582880
LOTUS LTS0187796
wikiData Q105208421