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(1S,2R,5S,6S,7R,9R,11S,12S,15S,16S)-5,6,15-trihydroxy-15-[(1R,4R,6R,8R)-8-hydroxy-4,8-dimethyl-3-oxo-2-oxabicyclo[2.2.2]octan-6-yl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-3-one

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 d42ad7d0-f527-4f03-b29e-df21d543830f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
IUPAC Name (1S,2R,5S,6S,7R,9R,11S,12S,15S,16S)-5,6,15-trihydroxy-15-[(1R,4R,6R,8R)-8-hydroxy-4,8-dimethyl-3-oxo-2-oxabicyclo[2.2.2]octan-6-yl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-3-one
SMILES (Canonical) CC12CCC3C(C1CCC2(C4CC5(C(=O)OC4CC5(C)O)C)O)CC6C7(C3(C(=O)CC(C7O)O)C)O6
SMILES (Isomeric) C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@]2([C@@H]4C[C@]5(C(=O)O[C@@H]4C[C@@]5(C)O)C)O)C[C@@H]6[C@]7([C@@]3(C(=O)C[C@@H]([C@@H]7O)O)C)O6
InChI InChI=1S/C28H40O8/c1-23-7-5-15-13(9-20-28(36-20)21(31)17(29)10-19(30)26(15,28)4)14(23)6-8-27(23,34)16-11-24(2)22(32)35-18(16)12-25(24,3)33/h13-18,20-21,29,31,33-34H,5-12H2,1-4H3/t13-,14-,15-,16+,17-,18+,20+,21-,23-,24-,25+,26-,27-,28-/m0/s1
InChI Key PYKZLKGGDMIAPY-DQMFIYRZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H40O8
Molecular Weight 504.60 g/mol
Exact Mass 504.27231823 g/mol
Topological Polar Surface Area (TPSA) 137.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 1.49
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,5S,6S,7R,9R,11S,12S,15S,16S)-5,6,15-trihydroxy-15-[(1R,4R,6R,8R)-8-hydroxy-4,8-dimethyl-3-oxo-2-oxabicyclo[2.2.2]octan-6-yl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8620 86.20%
Caco-2 - 0.7550 75.50%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.7232 72.32%
OATP2B1 inhibitior - 0.5733 57.33%
OATP1B1 inhibitior + 0.8930 89.30%
OATP1B3 inhibitior + 0.8143 81.43%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8108 81.08%
BSEP inhibitior - 0.4545 45.45%
P-glycoprotein inhibitior - 0.5587 55.87%
P-glycoprotein substrate - 0.5508 55.08%
CYP3A4 substrate + 0.7112 71.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8519 85.19%
CYP3A4 inhibition - 0.6815 68.15%
CYP2C9 inhibition - 0.8714 87.14%
CYP2C19 inhibition - 0.8518 85.18%
CYP2D6 inhibition - 0.9600 96.00%
CYP1A2 inhibition - 0.7756 77.56%
CYP2C8 inhibition + 0.5123 51.23%
CYP inhibitory promiscuity - 0.9927 99.27%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6296 62.96%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9504 95.04%
Skin irritation - 0.5670 56.70%
Skin corrosion - 0.8865 88.65%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5314 53.14%
Micronuclear - 0.7100 71.00%
Hepatotoxicity + 0.6908 69.08%
skin sensitisation - 0.8795 87.95%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.6863 68.63%
Acute Oral Toxicity (c) I 0.4150 41.50%
Estrogen receptor binding + 0.6660 66.60%
Androgen receptor binding + 0.7856 78.56%
Thyroid receptor binding - 0.5056 50.56%
Glucocorticoid receptor binding + 0.7157 71.57%
Aromatase binding + 0.7106 71.06%
PPAR gamma + 0.5366 53.66%
Honey bee toxicity - 0.7829 78.29%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9525 95.25%

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 98.19% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.70% 96.09%
CHEMBL204 P00734 Thrombin 90.29% 96.01%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.17% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.62% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.54% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.50% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.27% 82.69%
CHEMBL259 P32245 Melanocortin receptor 4 85.95% 95.38%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.64% 97.25%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.04% 93.04%
CHEMBL1937 Q92769 Histone deacetylase 2 83.50% 94.75%
CHEMBL1902 P62942 FK506-binding protein 1A 82.88% 97.05%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.81% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.46% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.84% 97.14%
CHEMBL1871 P10275 Androgen Receptor 80.64% 96.43%

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.
Deprea orinocensis

Cross-Links

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PubChem 101682293
LOTUS LTS0269138
wikiData Q105216637