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[(5R,7R,8R,9R,10R,13S,17S)-17-[(3S,5R,6S)-5,6-dihydroxy-7,7-dimethyloxepan-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 6192a76f-810b-429b-9872-14957bdf0cf0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(5R,7R,8R,9R,10R,13S,17S)-17-[(3S,5R,6S)-5,6-dihydroxy-7,7-dimethyloxepan-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(C(OC5)(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](C(OC5)(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(42)35(3,4)43-22-24)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 XNNYLPXZZMDVMN-GINCFMRBSA-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 6.40
Atomic LogP (AlogP) 6.24
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 4

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,6S)-5,6-dihydroxy-7,7-dimethyloxepan-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 + 0.9835 98.35%
Caco-2 - 0.8112 81.12%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8564 85.64%
OATP2B1 inhibitior - 0.8602 86.02%
OATP1B1 inhibitior + 0.7879 78.79%
OATP1B3 inhibitior + 0.8794 87.94%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9068 90.68%
BSEP inhibitior + 0.9385 93.85%
P-glycoprotein inhibitior + 0.7844 78.44%
P-glycoprotein substrate + 0.6057 60.57%
CYP3A4 substrate + 0.7561 75.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8816 88.16%
CYP3A4 inhibition - 0.5732 57.32%
CYP2C9 inhibition - 0.5090 50.90%
CYP2C19 inhibition - 0.7410 74.10%
CYP2D6 inhibition - 0.9325 93.25%
CYP1A2 inhibition - 0.6672 66.72%
CYP2C8 inhibition + 0.7417 74.17%
CYP inhibitory promiscuity - 0.8694 86.94%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6093 60.93%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9362 93.62%
Skin irritation - 0.5581 55.81%
Skin corrosion - 0.9458 94.58%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7790 77.90%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6442 64.42%
skin sensitisation - 0.8929 89.29%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.7439 74.39%
Acute Oral Toxicity (c) I 0.5938 59.38%
Estrogen receptor binding + 0.7813 78.13%
Androgen receptor binding + 0.7123 71.23%
Thyroid receptor binding + 0.5978 59.78%
Glucocorticoid receptor binding + 0.7881 78.81%
Aromatase binding + 0.6559 65.59%
PPAR gamma + 0.6929 69.29%
Honey bee toxicity - 0.7532 75.32%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 1.0000 100.00%

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 97.87% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.93% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.92% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.62% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.29% 95.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.27% 94.62%
CHEMBL221 P23219 Cyclooxygenase-1 92.15% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.54% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.07% 95.50%
CHEMBL5028 O14672 ADAM10 90.40% 97.50%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 89.61% 94.23%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.13% 94.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.24% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.83% 92.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.87% 82.69%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 85.80% 92.67%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.01% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.79% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.47% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.63% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.60% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.78% 99.23%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.08% 93.00%

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 24854253
LOTUS LTS0196797
wikiData Q105331815