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(1R,4R,5R,7S)-4-hydroxy-4,5-dimethyl-7-[(5S,6S,8S,9S,10R,13S,14S,16R,17S)-5,6,16,17-tetrahydroxy-10,13-dimethyl-1-oxo-4,6,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl]-2-oxabicyclo[3.2.1]octan-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 ee46c0c5-32cb-4160-9e48-3d0bb0ddd978
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
IUPAC Name (1R,4R,5R,7S)-4-hydroxy-4,5-dimethyl-7-[(5S,6S,8S,9S,10R,13S,14S,16R,17S)-5,6,16,17-tetrahydroxy-10,13-dimethyl-1-oxo-4,6,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl]-2-oxabicyclo[3.2.1]octan-3-one
SMILES (Canonical) CC12CCC3C(C1CC(C2(C4CC5(CC4OC(=O)C5(C)O)C)O)O)CC(C6(C3(C(=O)C=CC6)C)O)O
SMILES (Isomeric) C[C@]12CC[C@H]3[C@H]([C@@H]1C[C@H]([C@@]2([C@H]4C[C@@]5(C[C@H]4OC(=O)[C@]5(C)O)C)O)O)C[C@@H]([C@]6([C@@]3(C(=O)C=CC6)C)O)O
InChI InChI=1S/C28H40O8/c1-23-12-17(18(13-23)36-22(32)26(23,4)33)28(35)21(31)11-16-14-10-20(30)27(34)8-5-6-19(29)25(27,3)15(14)7-9-24(16,28)2/h5-6,14-18,20-21,30-31,33-35H,7-13H2,1-4H3/t14-,15+,16+,17+,18-,20+,21-,23-,24+,25+,26+,27-,28-/m1/s1
InChI Key XBHRORXHTAXVQY-NHVCIZLXSA-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) 145.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.25
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4R,5R,7S)-4-hydroxy-4,5-dimethyl-7-[(5S,6S,8S,9S,10R,13S,14S,16R,17S)-5,6,16,17-tetrahydroxy-10,13-dimethyl-1-oxo-4,6,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl]-2-oxabicyclo[3.2.1]octan-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 + 0.9201 92.01%
Caco-2 - 0.7480 74.80%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7192 71.92%
OATP2B1 inhibitior - 0.8607 86.07%
OATP1B1 inhibitior + 0.8915 89.15%
OATP1B3 inhibitior + 0.8857 88.57%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8108 81.08%
BSEP inhibitior + 0.8256 82.56%
P-glycoprotein inhibitior - 0.5571 55.71%
P-glycoprotein substrate - 0.5277 52.77%
CYP3A4 substrate + 0.7070 70.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9033 90.33%
CYP3A4 inhibition - 0.7639 76.39%
CYP2C9 inhibition - 0.9058 90.58%
CYP2C19 inhibition - 0.8328 83.28%
CYP2D6 inhibition - 0.9694 96.94%
CYP1A2 inhibition - 0.7683 76.83%
CYP2C8 inhibition + 0.5296 52.96%
CYP inhibitory promiscuity - 0.9899 98.99%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6340 63.40%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9509 95.09%
Skin irritation + 0.5372 53.72%
Skin corrosion - 0.8958 89.58%
Ames mutagenesis - 0.6123 61.23%
Human Ether-a-go-go-Related Gene inhibition - 0.5564 55.64%
Micronuclear - 0.8100 81.00%
Hepatotoxicity + 0.5711 57.11%
skin sensitisation - 0.8784 87.84%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.6075 60.75%
Acute Oral Toxicity (c) I 0.6237 62.37%
Estrogen receptor binding + 0.8359 83.59%
Androgen receptor binding + 0.7693 76.93%
Thyroid receptor binding + 0.5802 58.02%
Glucocorticoid receptor binding + 0.7478 74.78%
Aromatase binding + 0.7242 72.42%
PPAR gamma + 0.5729 57.29%
Honey bee toxicity - 0.7730 77.30%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9821 98.21%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.76% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.58% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.06% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.15% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.07% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.74% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.20% 96.61%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.19% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.70% 97.14%
CHEMBL2996 Q05655 Protein kinase C delta 86.04% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.21% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.04% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.01% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.40% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.18% 92.62%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.91% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.67% 95.89%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.36% 96.39%

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.
Tubocapsicum anomalum

Cross-Links

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PubChem 102086553
LOTUS LTS0041556
wikiData Q105324487