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(1R,4R,5R,8R)-8-[(8S,9S,10R,13S,14S,17S)-10,13-dimethyl-1-oxo-4,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-4-(methoxymethyl)-5-methyl-2,6-dioxabicyclo[3.3.1]nonan-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 9cdb05b7-0ceb-4ef9-917c-a491f2ed6cda
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
IUPAC Name (1R,4R,5R,8R)-8-[(8S,9S,10R,13S,14S,17S)-10,13-dimethyl-1-oxo-4,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-4-(methoxymethyl)-5-methyl-2,6-dioxabicyclo[3.3.1]nonan-3-one
SMILES (Canonical) CC12CCC3C(C1CCC2C4COC5(CC4OC(=O)C5COC)C)CC=C6C3(C(=O)C=CC6)C
SMILES (Isomeric) C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@H]2[C@@H]4CO[C@@]5(C[C@H]4OC(=O)[C@@H]5COC)C)CC=C6[C@@]3(C(=O)C=CC6)C
InChI InChI=1S/C29H40O5/c1-27-13-12-22-18(9-8-17-6-5-7-25(30)29(17,22)3)20(27)10-11-21(27)19-15-33-28(2)14-24(19)34-26(31)23(28)16-32-4/h5,7-8,18-24H,6,9-16H2,1-4H3/t18-,19-,20-,21-,22-,23-,24+,27-,28+,29-/m0/s1
InChI Key QSAFWOIVMCIKKR-IKSMAZKLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H40O5
Molecular Weight 468.60 g/mol
Exact Mass 468.28757437 g/mol
Topological Polar Surface Area (TPSA) 61.80 Ų
XlogP 4.70
Atomic LogP (AlogP) 4.89
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4R,5R,8R)-8-[(8S,9S,10R,13S,14S,17S)-10,13-dimethyl-1-oxo-4,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-4-(methoxymethyl)-5-methyl-2,6-dioxabicyclo[3.3.1]nonan-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 + 0.9810 98.10%
Caco-2 - 0.6371 63.71%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.8096 80.96%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8702 87.02%
OATP1B3 inhibitior + 0.9700 97.00%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9724 97.24%
P-glycoprotein inhibitior + 0.7688 76.88%
P-glycoprotein substrate + 0.5506 55.06%
CYP3A4 substrate + 0.7497 74.97%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9028 90.28%
CYP3A4 inhibition - 0.8333 83.33%
CYP2C9 inhibition - 0.9330 93.30%
CYP2C19 inhibition - 0.9305 93.05%
CYP2D6 inhibition - 0.9603 96.03%
CYP1A2 inhibition - 0.9054 90.54%
CYP2C8 inhibition + 0.5535 55.35%
CYP inhibitory promiscuity - 0.8831 88.31%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5702 57.02%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9618 96.18%
Skin irritation - 0.6793 67.93%
Skin corrosion - 0.9414 94.14%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6809 68.09%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.5324 53.24%
skin sensitisation - 0.8502 85.02%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) I 0.5688 56.88%
Estrogen receptor binding + 0.8399 83.99%
Androgen receptor binding + 0.7574 75.74%
Thyroid receptor binding + 0.6169 61.69%
Glucocorticoid receptor binding + 0.8825 88.25%
Aromatase binding + 0.6605 66.05%
PPAR gamma + 0.6122 61.22%
Honey bee toxicity - 0.7128 71.28%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9753 97.53%

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 96.30% 94.45%
CHEMBL1871 P10275 Androgen Receptor 93.63% 96.43%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.30% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.15% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.50% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.20% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.86% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.22% 97.25%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.49% 97.14%
CHEMBL204 P00734 Thrombin 87.32% 96.01%
CHEMBL1937 Q92769 Histone deacetylase 2 86.81% 94.75%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 85.89% 85.30%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.53% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.52% 95.56%
CHEMBL1914 P06276 Butyrylcholinesterase 83.04% 95.00%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 82.44% 80.96%
CHEMBL5957 P21589 5'-nucleotidase 81.72% 97.78%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.60% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.17% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.91% 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.
Datura metel

Cross-Links

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PubChem 162984083
LOTUS LTS0128372
wikiData Q105226804