[(1S,3S,7S,8S,11S,12S,14S,15R,16R)-15-[(2S,3R)-3-hydroxy-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

Details

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Internal ID 909a8372-0b6a-4ece-99c0-5485745b74ee
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-hydroxy-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)O)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)O)OC(=O)C)C
InChI InChI=1S/C31H44O5/c1-17(2)14-23(34)27(35)19(4)26-24(36-20(5)32)15-29(7)25-9-8-21-18(3)22(33)10-11-30(21)16-31(25,30)13-12-28(26,29)6/h10-11,14,18-19,21,24-27,35H,8-9,12-13,15-16H2,1-7H3/t18-,19-,21-,24-,25-,26-,27+,28+,29-,30+,31-/m0/s1
InChI Key LFOGMLHBIASASZ-CNWSIUGMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H44O5
Molecular Weight 496.70 g/mol
Exact Mass 496.31887450 g/mol
Topological Polar Surface Area (TPSA) 80.70 Ų
XlogP 6.60
Atomic LogP (AlogP) 5.45
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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SCHEMBL10103105

2D Structure

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2D Structure of [(1S,3S,7S,8S,11S,12S,14S,15R,16R)-15-[(2S,3R)-3-hydroxy-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 + 0.9903 99.03%
Caco-2 - 0.6372 63.72%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8192 81.92%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8511 85.11%
OATP1B3 inhibitior + 0.8951 89.51%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9318 93.18%
P-glycoprotein inhibitior + 0.7184 71.84%
P-glycoprotein substrate - 0.5304 53.04%
CYP3A4 substrate + 0.7060 70.60%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate - 0.9035 90.35%
CYP3A4 inhibition - 0.7828 78.28%
CYP2C9 inhibition - 0.7598 75.98%
CYP2C19 inhibition - 0.8827 88.27%
CYP2D6 inhibition - 0.9496 94.96%
CYP1A2 inhibition - 0.8184 81.84%
CYP2C8 inhibition + 0.5231 52.31%
CYP inhibitory promiscuity - 0.9356 93.56%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6324 63.24%
Eye corrosion - 0.9941 99.41%
Eye irritation - 0.9511 95.11%
Skin irritation + 0.5546 55.46%
Skin corrosion - 0.9552 95.52%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6747 67.47%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.6556 65.56%
skin sensitisation - 0.6354 63.54%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.8172 81.72%
Acute Oral Toxicity (c) III 0.6080 60.80%
Estrogen receptor binding + 0.8595 85.95%
Androgen receptor binding + 0.7773 77.73%
Thyroid receptor binding + 0.6614 66.14%
Glucocorticoid receptor binding + 0.7933 79.33%
Aromatase binding + 0.7754 77.54%
PPAR gamma + 0.5797 57.97%
Honey bee toxicity - 0.7231 72.31%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5700 57.00%
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 98.28% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.78% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.71% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.51% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.33% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.11% 98.95%
CHEMBL4072 P07858 Cathepsin B 90.66% 93.67%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.18% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.23% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.90% 96.77%
CHEMBL340 P08684 Cytochrome P450 3A4 87.53% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.25% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.61% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.88% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.79% 95.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.08% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.31% 95.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.45% 97.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.41% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.30% 86.33%

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 57332506
LOTUS LTS0252889
wikiData Q105151101