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(3R,5R,10S,13R,14R,17R)-3-hydroxy-4,4,10,13,14-pentamethyl-17-[(2R)-1-[(2R)-4-methyl-5-oxo-2H-furan-2-yl]propan-2-yl]-2,3,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-7,11-dione

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 2d97e31d-bd7c-440d-8fa9-903348b087c9
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (3R,5R,10S,13R,14R,17R)-3-hydroxy-4,4,10,13,14-pentamethyl-17-[(2R)-1-[(2R)-4-methyl-5-oxo-2H-furan-2-yl]propan-2-yl]-2,3,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-7,11-dione
SMILES (Canonical) CC1=CC(OC1=O)CC(C)C2CCC3(C2(CC(=O)C4=C3C(=O)CC5C4(CCC(C5(C)C)O)C)C)C
SMILES (Isomeric) CC1=C[C@H](OC1=O)C[C@@H](C)[C@H]2CC[C@@]3([C@@]2(CC(=O)C4=C3C(=O)C[C@@H]5[C@@]4(CC[C@H](C5(C)C)O)C)C)C
InChI InChI=1S/C30H42O5/c1-16(12-18-13-17(2)26(34)35-18)19-8-11-29(6)25-20(31)14-22-27(3,4)23(33)9-10-28(22,5)24(25)21(32)15-30(19,29)7/h13,16,18-19,22-23,33H,8-12,14-15H2,1-7H3/t16-,18-,19-,22+,23-,28+,29+,30-/m1/s1
InChI Key HLUQVXLYUWTXKM-MSJFBWTKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H42O5
Molecular Weight 482.60 g/mol
Exact Mass 482.30322444 g/mol
Topological Polar Surface Area (TPSA) 80.70 Ų
XlogP 5.30
Atomic LogP (AlogP) 5.35
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,5R,10S,13R,14R,17R)-3-hydroxy-4,4,10,13,14-pentamethyl-17-[(2R)-1-[(2R)-4-methyl-5-oxo-2H-furan-2-yl]propan-2-yl]-2,3,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-7,11-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9939 99.39%
Caco-2 - 0.5993 59.93%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8490 84.90%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8530 85.30%
OATP1B3 inhibitior + 0.8489 84.89%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5032 50.32%
BSEP inhibitior + 0.6670 66.70%
P-glycoprotein inhibitior + 0.7242 72.42%
P-glycoprotein substrate - 0.6292 62.92%
CYP3A4 substrate + 0.6665 66.65%
CYP2C9 substrate - 0.7957 79.57%
CYP2D6 substrate - 0.9003 90.03%
CYP3A4 inhibition + 0.5424 54.24%
CYP2C9 inhibition - 0.8572 85.72%
CYP2C19 inhibition - 0.8845 88.45%
CYP2D6 inhibition - 0.9466 94.66%
CYP1A2 inhibition - 0.8609 86.09%
CYP2C8 inhibition - 0.6295 62.95%
CYP inhibitory promiscuity - 0.8680 86.80%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6124 61.24%
Eye corrosion - 0.9934 99.34%
Eye irritation - 0.9298 92.98%
Skin irritation + 0.6498 64.98%
Skin corrosion - 0.9180 91.80%
Ames mutagenesis - 0.6644 66.44%
Human Ether-a-go-go-Related Gene inhibition + 0.7680 76.80%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.7460 74.60%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.6792 67.92%
Acute Oral Toxicity (c) III 0.6920 69.20%
Estrogen receptor binding + 0.7551 75.51%
Androgen receptor binding + 0.7080 70.80%
Thyroid receptor binding + 0.6891 68.91%
Glucocorticoid receptor binding + 0.8550 85.50%
Aromatase binding + 0.8196 81.96%
PPAR gamma + 0.5977 59.77%
Honey bee toxicity - 0.7365 73.65%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9961 99.61%

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
CHEMBL2581 P07339 Cathepsin D 95.25% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.11% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.73% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 91.36% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.09% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 89.48% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.29% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 87.57% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.35% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.25% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.10% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.33% 93.56%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 83.22% 88.84%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.65% 94.45%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.19% 90.08%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.14% 93.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.79% 95.89%
CHEMBL4444 P04070 Vitamin K-dependent protein C 80.20% 93.89%

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 mariesii

Cross-Links

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PubChem 101033263
LOTUS LTS0192371
wikiData Q105030306