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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] 2-phenylacetate

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 ac0e63d5-9730-4ac8-ac1e-ae4742e6a380
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] 2-phenylacetate
SMILES (Canonical) CC1(C2CC(C3(C(C2(C=CC1=O)C)CCC4(C3=CCC4C5CC(C(OC5)C(C)(C)O)O)C)C)OC(=O)CC6=CC=CC=C6)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@]4(C=CC(=O)C([C@@H]4C[C@H]([C@]3(C1=CC[C@H]2[C@@H]5C[C@H]([C@@H](OC5)C(C)(C)O)O)C)OC(=O)CC6=CC=CC=C6)(C)C)C
InChI InChI=1S/C38H52O6/c1-34(2)29-21-31(44-32(41)19-23-11-9-8-10-12-23)38(7)27-14-13-25(24-20-26(39)33(43-22-24)35(3,4)42)36(27,5)17-15-28(38)37(29,6)18-16-30(34)40/h8-12,14,16,18,24-26,28-29,31,33,39,42H,13,15,17,19-22H2,1-7H3/t24-,25+,26-,28-,29+,31-,33-,36+,37-,38+/m1/s1
InChI Key OAGFBUUDPHLKPP-GTWHDWEKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H52O6
Molecular Weight 604.80 g/mol
Exact Mass 604.37638937 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 6.90
Atomic LogP (AlogP) 6.24
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 5

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] 2-phenylacetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9602 96.02%
Caco-2 - 0.8224 82.24%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8433 84.33%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8024 80.24%
OATP1B3 inhibitior + 0.9193 91.93%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8042 80.42%
BSEP inhibitior + 0.9674 96.74%
P-glycoprotein inhibitior + 0.7858 78.58%
P-glycoprotein substrate + 0.6136 61.36%
CYP3A4 substrate + 0.7585 75.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8910 89.10%
CYP3A4 inhibition + 0.5168 51.68%
CYP2C9 inhibition - 0.7844 78.44%
CYP2C19 inhibition - 0.8871 88.71%
CYP2D6 inhibition - 0.9070 90.70%
CYP1A2 inhibition - 0.7740 77.40%
CYP2C8 inhibition + 0.7897 78.97%
CYP inhibitory promiscuity - 0.7364 73.64%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6305 63.05%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9359 93.59%
Skin irritation + 0.4902 49.02%
Skin corrosion - 0.9452 94.52%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7451 74.51%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5640 56.40%
skin sensitisation - 0.8960 89.60%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8605 86.05%
Acute Oral Toxicity (c) I 0.7439 74.39%
Estrogen receptor binding + 0.7901 79.01%
Androgen receptor binding + 0.7149 71.49%
Thyroid receptor binding + 0.5733 57.33%
Glucocorticoid receptor binding + 0.7857 78.57%
Aromatase binding + 0.6328 63.28%
PPAR gamma + 0.7456 74.56%
Honey bee toxicity - 0.7430 74.30%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9941 99.41%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.42% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.99% 98.95%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 95.45% 94.23%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 94.96% 94.62%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.85% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.58% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.20% 96.09%
CHEMBL5028 O14672 ADAM10 91.93% 97.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.46% 97.25%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 90.64% 94.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.95% 97.09%
CHEMBL1914 P06276 Butyrylcholinesterase 89.67% 95.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.85% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.29% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 88.18% 90.17%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.05% 82.69%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.61% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.43% 89.00%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 84.23% 92.67%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.82% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.50% 95.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.59% 93.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.92% 97.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.72% 91.07%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.64% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.34% 95.89%

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.
Turraea pubescens

Cross-Links

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PubChem 24854252
LOTUS LTS0250867
wikiData Q105188653