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(5Z)-5-[(2R)-2-[(3R,5S,9S,10R,13S,17S)-3-hydroxy-4,4,10,13,17-pentamethyl-2,3,5,6,9,11,12,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl]propylidene]-3-methylfuran-2-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 01922969-7969-4b88-87c2-090ce6277101
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (5Z)-5-[(2R)-2-[(3R,5S,9S,10R,13S,17S)-3-hydroxy-4,4,10,13,17-pentamethyl-2,3,5,6,9,11,12,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl]propylidene]-3-methylfuran-2-one
SMILES (Canonical) CC1=CC(=CC(C)C2(CC=C3C2(CCC4C3=CCC5C4(CCC(C5(C)C)O)C)C)C)OC1=O
SMILES (Isomeric) CC1=C/C(=C/[C@@H](C)[C@@]2(CC=C3[C@]2(CC[C@@H]4C3=CC[C@H]5[C@@]4(CC[C@H](C5(C)C)O)C)C)C)/OC1=O
InChI InChI=1S/C30H42O3/c1-18-16-20(33-26(18)32)17-19(2)29(6)14-11-23-21-8-9-24-27(3,4)25(31)12-13-28(24,5)22(21)10-15-30(23,29)7/h8,11,16-17,19,22,24-25,31H,9-10,12-15H2,1-7H3/b20-17-/t19-,22-,24-,25-,28-,29+,30-/m1/s1
InChI Key WAIAURMVELTZIW-MQHRPXFRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H42O3
Molecular Weight 450.70 g/mol
Exact Mass 450.31339520 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 6.60
Atomic LogP (AlogP) 6.90
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5Z)-5-[(2R)-2-[(3R,5S,9S,10R,13S,17S)-3-hydroxy-4,4,10,13,17-pentamethyl-2,3,5,6,9,11,12,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl]propylidene]-3-methylfuran-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9973 99.73%
Caco-2 - 0.5409 54.09%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8088 80.88%
OATP2B1 inhibitior - 0.8567 85.67%
OATP1B1 inhibitior + 0.8487 84.87%
OATP1B3 inhibitior + 0.9612 96.12%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior + 0.9678 96.78%
P-glycoprotein inhibitior + 0.7596 75.96%
P-glycoprotein substrate - 0.6161 61.61%
CYP3A4 substrate + 0.6903 69.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8539 85.39%
CYP3A4 inhibition - 0.6274 62.74%
CYP2C9 inhibition - 0.8666 86.66%
CYP2C19 inhibition - 0.7364 73.64%
CYP2D6 inhibition - 0.9387 93.87%
CYP1A2 inhibition - 0.7722 77.22%
CYP2C8 inhibition - 0.5883 58.83%
CYP inhibitory promiscuity - 0.8589 85.89%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5379 53.79%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9481 94.81%
Skin irritation + 0.6205 62.05%
Skin corrosion - 0.9280 92.80%
Ames mutagenesis - 0.8600 86.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8951 89.51%
Micronuclear - 0.8300 83.00%
Hepatotoxicity + 0.6416 64.16%
skin sensitisation - 0.6477 64.77%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.6976 69.76%
Acute Oral Toxicity (c) III 0.6361 63.61%
Estrogen receptor binding + 0.7810 78.10%
Androgen receptor binding + 0.7076 70.76%
Thyroid receptor binding + 0.7628 76.28%
Glucocorticoid receptor binding + 0.8409 84.09%
Aromatase binding + 0.7726 77.26%
PPAR gamma + 0.6684 66.84%
Honey bee toxicity - 0.7722 77.22%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9927 99.27%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.86% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 96.38% 94.75%
CHEMBL2581 P07339 Cathepsin D 96.37% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.53% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.47% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.47% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.52% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.79% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.60% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.92% 89.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.06% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.52% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 84.96% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.97% 96.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.91% 93.56%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.89% 85.11%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.97% 96.47%
CHEMBL4444 P04070 Vitamin K-dependent protein C 81.13% 93.89%
CHEMBL325 Q13547 Histone deacetylase 1 80.42% 95.92%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.25% 90.08%

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.
Abies sachalinensis
Abies sibirica

Cross-Links

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PubChem 163015676
LOTUS LTS0239200
wikiData Q105300223