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[(1S,3S,7S,8S,11S,12S,14S,15R,16R)-15-[(2S,3R)-3-acetyloxy-6-methyl-4-oxohept-5-en-2-yl]-7,12,16-trimethyl-6-oxo-14-pentacyclo[9.7.0.01,3.03,8.012,16]octadec-4-enyl] 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 81736125-fe88-413e-8894-746598f0d195
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name [(1S,3S,7S,8S,11S,12S,14S,15R,16R)-15-[(2S,3R)-3-acetyloxy-6-methyl-4-oxohept-5-en-2-yl]-7,12,16-trimethyl-6-oxo-14-pentacyclo[9.7.0.01,3.03,8.012,16]octadec-4-enyl] acetate
SMILES (Canonical) CC1C2CCC3C4(CC(C(C4(CCC35C2(C5)C=CC1=O)C)C(C)C(C(=O)C=C(C)C)OC(=O)C)OC(=O)C)C
SMILES (Isomeric) C[C@H]1[C@@H]2CC[C@H]3[C@@]4(C[C@@H]([C@@H]([C@]4(CC[C@@]35[C@@]2(C5)C=CC1=O)C)[C@H](C)[C@H](C(=O)C=C(C)C)OC(=O)C)OC(=O)C)C
InChI InChI=1S/C33H46O6/c1-18(2)15-25(37)29(39-22(6)35)20(4)28-26(38-21(5)34)16-31(8)27-10-9-23-19(3)24(36)11-12-32(23)17-33(27,32)14-13-30(28,31)7/h11-12,15,19-20,23,26-29H,9-10,13-14,16-17H2,1-8H3/t19-,20-,23-,26-,27-,28-,29+,30+,31-,32+,33-/m0/s1
InChI Key GJYVHBNHRSKXSV-TTXOOTMKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H46O6
Molecular Weight 538.70 g/mol
Exact Mass 538.32943918 g/mol
Topological Polar Surface Area (TPSA) 86.70 Ų
XlogP 7.10
Atomic LogP (AlogP) 6.03
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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SCHEMBL10103104

2D Structure

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2D Structure of [(1S,3S,7S,8S,11S,12S,14S,15R,16R)-15-[(2S,3R)-3-acetyloxy-6-methyl-4-oxohept-5-en-2-yl]-7,12,16-trimethyl-6-oxo-14-pentacyclo[9.7.0.01,3.03,8.012,16]octadec-4-enyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9934 99.34%
Caco-2 - 0.7133 71.33%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7997 79.97%
OATP2B1 inhibitior - 0.7212 72.12%
OATP1B1 inhibitior + 0.8572 85.72%
OATP1B3 inhibitior + 0.9237 92.37%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9829 98.29%
P-glycoprotein inhibitior + 0.8467 84.67%
P-glycoprotein substrate - 0.5171 51.71%
CYP3A4 substrate + 0.7070 70.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9060 90.60%
CYP3A4 inhibition - 0.7511 75.11%
CYP2C9 inhibition - 0.7504 75.04%
CYP2C19 inhibition - 0.8024 80.24%
CYP2D6 inhibition - 0.9531 95.31%
CYP1A2 inhibition - 0.8792 87.92%
CYP2C8 inhibition + 0.5456 54.56%
CYP inhibitory promiscuity - 0.8640 86.40%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6058 60.58%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.9214 92.14%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9582 95.82%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7700 77.00%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.6104 61.04%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7514 75.14%
Acute Oral Toxicity (c) III 0.6550 65.50%
Estrogen receptor binding + 0.8419 84.19%
Androgen receptor binding + 0.7747 77.47%
Thyroid receptor binding + 0.6322 63.22%
Glucocorticoid receptor binding + 0.8222 82.22%
Aromatase binding + 0.7439 74.39%
PPAR gamma + 0.7180 71.80%
Honey bee toxicity - 0.7153 71.53%
Biodegradation - 0.8000 80.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.54% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.45% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.04% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.96% 96.77%
CHEMBL4072 P07858 Cathepsin B 93.78% 93.67%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.53% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.84% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.00% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.31% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.66% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.51% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.00% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.75% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 85.26% 91.19%
CHEMBL1937 Q92769 Histone deacetylase 2 84.39% 94.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.57% 85.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.02% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.85% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.18% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.04% 86.33%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.65% 97.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.87% 94.80%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.44% 93.56%

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.
Neoboutonia melleri

Cross-Links

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PubChem 57332505
LOTUS LTS0166237
wikiData Q105009627