[(1S,3S,4R,7S,8R,9S,10S,12R,14S)-8-acetyloxy-3-hydroxy-5,5,9-trimethyl-15-methylidene-16-oxo-11-oxapentacyclo[12.2.1.01,10.04,9.010,12]heptadecan-7-yl] acetate

Details

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Internal ID 25a5351b-a95d-4d71-a222-0c03f86b81ca
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1S,3S,4R,7S,8R,9S,10S,12R,14S)-8-acetyloxy-3-hydroxy-5,5,9-trimethyl-15-methylidene-16-oxo-11-oxapentacyclo[12.2.1.01,10.04,9.010,12]heptadecan-7-yl] acetate
SMILES (Canonical) CC(=O)OC1CC(C2C(CC34CC(CC5C3(C2(C1OC(=O)C)C)O5)C(=C)C4=O)O)(C)C
SMILES (Isomeric) CC(=O)O[C@H]1CC([C@H]2[C@H](C[C@@]34C[C@@H](C[C@@H]5[C@@]3([C@@]2([C@H]1OC(=O)C)C)O5)C(=C)C4=O)O)(C)C
InChI InChI=1S/C24H32O7/c1-11-14-7-17-24(31-17)22(6)18(15(27)9-23(24,8-14)19(11)28)21(4,5)10-16(29-12(2)25)20(22)30-13(3)26/h14-18,20,27H,1,7-10H2,2-6H3/t14-,15+,16+,17-,18-,20+,22+,23-,24+/m1/s1
InChI Key YIWYAZOZBLFDOV-RBBAGYTJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H32O7
Molecular Weight 432.50 g/mol
Exact Mass 432.21480336 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.34
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3S,4R,7S,8R,9S,10S,12R,14S)-8-acetyloxy-3-hydroxy-5,5,9-trimethyl-15-methylidene-16-oxo-11-oxapentacyclo[12.2.1.01,10.04,9.010,12]heptadecan-7-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9732 97.32%
Caco-2 - 0.6452 64.52%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.5807 58.07%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8697 86.97%
OATP1B3 inhibitior + 0.8961 89.61%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.5617 56.17%
P-glycoprotein inhibitior - 0.4945 49.45%
P-glycoprotein substrate - 0.5852 58.52%
CYP3A4 substrate + 0.6890 68.90%
CYP2C9 substrate - 0.8129 81.29%
CYP2D6 substrate - 0.8715 87.15%
CYP3A4 inhibition + 0.5333 53.33%
CYP2C9 inhibition - 0.7931 79.31%
CYP2C19 inhibition - 0.7505 75.05%
CYP2D6 inhibition - 0.9424 94.24%
CYP1A2 inhibition - 0.8166 81.66%
CYP2C8 inhibition - 0.6592 65.92%
CYP inhibitory promiscuity - 0.8908 89.08%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5561 55.61%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.8992 89.92%
Skin irritation - 0.6011 60.11%
Skin corrosion - 0.9268 92.68%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5527 55.27%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.5538 55.38%
skin sensitisation - 0.6609 66.09%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.9100 91.00%
Acute Oral Toxicity (c) I 0.3416 34.16%
Estrogen receptor binding + 0.8207 82.07%
Androgen receptor binding + 0.7252 72.52%
Thyroid receptor binding + 0.5377 53.77%
Glucocorticoid receptor binding + 0.7900 79.00%
Aromatase binding + 0.6721 67.21%
PPAR gamma + 0.6923 69.23%
Honey bee toxicity - 0.6830 68.30%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9892 98.92%

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 98.48% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.50% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.47% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.21% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 90.53% 91.19%
CHEMBL2996 Q05655 Protein kinase C delta 87.89% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.11% 97.09%
CHEMBL259 P32245 Melanocortin receptor 4 86.86% 95.38%
CHEMBL2581 P07339 Cathepsin D 86.21% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.66% 97.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.24% 95.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.59% 91.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.43% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.14% 91.07%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.99% 82.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.94% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.54% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.30% 100.00%

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.
Jungermannia exsertifolia

Cross-Links

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PubChem 101689868
LOTUS LTS0243459
wikiData Q105349099