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(1S,2S,4S,5R,10R,11S,14R,15S,18S)-5-hydroxy-15-[(1R,4R,5R,7R)-4-hydroxy-4,5-dimethyl-3-oxo-2-oxabicyclo[3.2.1]octan-7-yl]-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-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 4ce885e5-f1e8-497a-aa3b-bd40868a9171
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
IUPAC Name (1S,2S,4S,5R,10R,11S,14R,15S,18S)-5-hydroxy-15-[(1R,4R,5R,7R)-4-hydroxy-4,5-dimethyl-3-oxo-2-oxabicyclo[3.2.1]octan-7-yl]-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one
SMILES (Canonical) CC12CCC3C(C1CCC2C4CC5(CC4OC(=O)C5(C)O)C)C6C(O6)C7(C3(C(=O)C=CC7)C)O
SMILES (Isomeric) C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@H]2[C@H]4C[C@@]5(C[C@H]4OC(=O)[C@]5(C)O)C)[C@H]6[C@H](O6)[C@@]7([C@@]3(C(=O)C=CC7)C)O
InChI InChI=1S/C28H38O6/c1-24-12-14(18(13-24)33-23(30)27(24,4)31)15-7-8-16-20-17(9-11-25(15,16)2)26(3)19(29)6-5-10-28(26,32)22-21(20)34-22/h5-6,14-18,20-22,31-32H,7-13H2,1-4H3/t14-,15+,16+,17+,18-,20+,21+,22+,24-,25-,26+,27+,28+/m1/s1
InChI Key PFRQUTOHMQGEQD-SBQAZGMGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O6
Molecular Weight 470.60 g/mol
Exact Mass 470.26683893 g/mol
Topological Polar Surface Area (TPSA) 96.40 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.19
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,4S,5R,10R,11S,14R,15S,18S)-5-hydroxy-15-[(1R,4R,5R,7R)-4-hydroxy-4,5-dimethyl-3-oxo-2-oxabicyclo[3.2.1]octan-7-yl]-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9471 94.71%
Caco-2 - 0.6803 68.03%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7148 71.48%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9009 90.09%
OATP1B3 inhibitior + 0.8419 84.19%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8108 81.08%
BSEP inhibitior + 0.9324 93.24%
P-glycoprotein inhibitior - 0.4383 43.83%
P-glycoprotein substrate - 0.6374 63.74%
CYP3A4 substrate + 0.7289 72.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9030 90.30%
CYP3A4 inhibition - 0.6861 68.61%
CYP2C9 inhibition - 0.8823 88.23%
CYP2C19 inhibition - 0.8857 88.57%
CYP2D6 inhibition - 0.9620 96.20%
CYP1A2 inhibition - 0.7903 79.03%
CYP2C8 inhibition - 0.6539 65.39%
CYP inhibitory promiscuity - 0.9817 98.17%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5713 57.13%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9460 94.60%
Skin irritation - 0.5256 52.56%
Skin corrosion - 0.8961 89.61%
Ames mutagenesis - 0.7270 72.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4242 42.42%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.6501 65.01%
skin sensitisation - 0.8681 86.81%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.6335 63.35%
Acute Oral Toxicity (c) I 0.5811 58.11%
Estrogen receptor binding + 0.8331 83.31%
Androgen receptor binding + 0.7610 76.10%
Thyroid receptor binding + 0.6092 60.92%
Glucocorticoid receptor binding + 0.7845 78.45%
Aromatase binding + 0.7134 71.34%
PPAR gamma + 0.6467 64.67%
Honey bee toxicity - 0.7866 78.66%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6350 63.50%
Fish aquatic toxicity + 0.9757 97.57%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.35% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.24% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.94% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.90% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.87% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.23% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.12% 93.04%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.91% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.36% 97.09%
CHEMBL1871 P10275 Androgen Receptor 86.27% 96.43%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.49% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.47% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 83.48% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.84% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.53% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.46% 96.77%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.78% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.71% 92.62%

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.
Mandragora officinarum

Cross-Links

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PubChem 162906736
LOTUS LTS0219529
wikiData Q105207935