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(1S,2R,6S,7R,9R,11R,12R,15S,16S)-6,12,15-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]octadec-4-en-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 995f77b1-e76a-4a37-ba6c-ab70114b8cfa
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > 5,6-epoxysteroids
IUPAC Name (1S,2R,6S,7R,9R,11R,12R,15S,16S)-6,12,15-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]octadec-4-en-3-one
SMILES (Canonical) CC12CCC3C(C1(CCC2(C4CC5(C(=O)OC4CC5(C)O)C)O)O)CC6C7(C3(C(=O)C=CC7O)C)O6
SMILES (Isomeric) C[C@]12CC[C@H]3[C@H]([C@@]1(CC[C@@]2([C@@H]4C[C@]5(C(=O)O[C@@H]4C[C@@]5(C)O)C)O)O)C[C@@H]6[C@]7([C@@]3(C(=O)C=C[C@@H]7O)C)O6
InChI InChI=1S/C28H38O8/c1-22-12-16(17(35-21(22)31)13-24(22,3)32)27(34)10-9-26(33)15-11-20-28(36-20)19(30)6-5-18(29)25(28,4)14(15)7-8-23(26,27)2/h5-6,14-17,19-20,30,32-34H,7-13H2,1-4H3/t14-,15+,16+,17+,19-,20+,22-,23-,24+,25-,26+,27-,28+/m0/s1
InChI Key BVFBNOGBUHPKMV-INIKHQPRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O8
Molecular Weight 502.60 g/mol
Exact Mass 502.25666817 g/mol
Topological Polar Surface Area (TPSA) 137.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 1.41
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,6S,7R,9R,11R,12R,15S,16S)-6,12,15-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]octadec-4-en-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 + 0.8977 89.77%
Caco-2 - 0.7752 77.52%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6455 64.55%
OATP2B1 inhibitior - 0.8608 86.08%
OATP1B1 inhibitior + 0.8926 89.26%
OATP1B3 inhibitior + 0.9212 92.12%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8358 83.58%
BSEP inhibitior + 0.6708 67.08%
P-glycoprotein inhibitior - 0.5051 50.51%
P-glycoprotein substrate - 0.5551 55.51%
CYP3A4 substrate + 0.7116 71.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8931 89.31%
CYP3A4 inhibition - 0.6459 64.59%
CYP2C9 inhibition - 0.8762 87.62%
CYP2C19 inhibition - 0.8931 89.31%
CYP2D6 inhibition - 0.9558 95.58%
CYP1A2 inhibition - 0.8313 83.13%
CYP2C8 inhibition + 0.4789 47.89%
CYP inhibitory promiscuity - 0.9757 97.57%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6060 60.60%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9444 94.44%
Skin irritation - 0.5477 54.77%
Skin corrosion - 0.8971 89.71%
Ames mutagenesis - 0.6570 65.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4625 46.25%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.6803 68.03%
skin sensitisation - 0.8678 86.78%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.7885 78.85%
Acute Oral Toxicity (c) I 0.5308 53.08%
Estrogen receptor binding + 0.8198 81.98%
Androgen receptor binding + 0.7701 77.01%
Thyroid receptor binding + 0.5784 57.84%
Glucocorticoid receptor binding + 0.7663 76.63%
Aromatase binding + 0.7086 70.86%
PPAR gamma + 0.5822 58.22%
Honey bee toxicity - 0.7950 79.50%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9700 97.00%

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 95.31% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.75% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.82% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.45% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.91% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.47% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.52% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.07% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.62% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.61% 94.45%
CHEMBL1871 P10275 Androgen Receptor 86.54% 96.43%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.21% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.13% 91.07%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.35% 91.03%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.64% 82.69%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.45% 92.62%
CHEMBL259 P32245 Melanocortin receptor 4 82.92% 95.38%
CHEMBL204 P00734 Thrombin 82.69% 96.01%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.16% 89.00%

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.
Deprea orinocensis

Cross-Links

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PubChem 101683295
LOTUS LTS0152712
wikiData Q104946497