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(2R)-2-[(1S)-1-[(6R,8R,9R,13S,14R,17R)-1,6-dihydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]ethyl]-5-(hydroxymethyl)-4-methyl-2,3-dihydropyran-6-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 a55cafda-1f34-4789-8e41-3783ba89a23a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 1-hydroxysteroids
IUPAC Name (2R)-2-[(1S)-1-[(6R,8R,9R,13S,14R,17R)-1,6-dihydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]ethyl]-5-(hydroxymethyl)-4-methyl-2,3-dihydropyran-6-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC(C5=C4C(=CC=C5)O)O)C)CO
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@@H](C)[C@H]2CC[C@H]3[C@@]2(CC[C@@H]4[C@@H]3C[C@H](C5=C4C(=CC=C5)O)O)C)CO
InChI InChI=1S/C27H36O5/c1-14-11-24(32-26(31)19(14)13-28)15(2)20-7-8-21-18-12-23(30)17-5-4-6-22(29)25(17)16(18)9-10-27(20,21)3/h4-6,15-16,18,20-21,23-24,28-30H,7-13H2,1-3H3/t15-,16+,18-,20+,21+,23+,24+,27+/m0/s1
InChI Key DWDKUUONJAYYQR-GOZSPYTNSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H36O5
Molecular Weight 440.60 g/mol
Exact Mass 440.25627424 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.62
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-2-[(1S)-1-[(6R,8R,9R,13S,14R,17R)-1,6-dihydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]ethyl]-5-(hydroxymethyl)-4-methyl-2,3-dihydropyran-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9814 98.14%
Caco-2 - 0.5910 59.10%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.7762 77.62%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8216 82.16%
OATP1B3 inhibitior + 0.9486 94.86%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.6292 62.92%
BSEP inhibitior + 0.9100 91.00%
P-glycoprotein inhibitior - 0.4480 44.80%
P-glycoprotein substrate + 0.6041 60.41%
CYP3A4 substrate + 0.7474 74.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8533 85.33%
CYP3A4 inhibition - 0.6015 60.15%
CYP2C9 inhibition - 0.8730 87.30%
CYP2C19 inhibition - 0.7828 78.28%
CYP2D6 inhibition - 0.8948 89.48%
CYP1A2 inhibition + 0.6907 69.07%
CYP2C8 inhibition + 0.6538 65.38%
CYP inhibitory promiscuity - 0.7444 74.44%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6335 63.35%
Eye corrosion - 0.9945 99.45%
Eye irritation - 0.9790 97.90%
Skin irritation - 0.5584 55.84%
Skin corrosion - 0.9566 95.66%
Ames mutagenesis - 0.6214 62.14%
Human Ether-a-go-go-Related Gene inhibition + 0.7757 77.57%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.5220 52.20%
skin sensitisation - 0.8693 86.93%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7033 70.33%
Acute Oral Toxicity (c) I 0.4872 48.72%
Estrogen receptor binding + 0.8389 83.89%
Androgen receptor binding + 0.8047 80.47%
Thyroid receptor binding + 0.6455 64.55%
Glucocorticoid receptor binding + 0.8439 84.39%
Aromatase binding + 0.6339 63.39%
PPAR gamma + 0.6075 60.75%
Honey bee toxicity - 0.8047 80.47%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9894 98.94%

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 97.02% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 96.80% 93.99%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.27% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.93% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.00% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 92.82% 94.75%
CHEMBL3359 P21462 Formyl peptide receptor 1 91.65% 93.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.65% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.50% 99.23%
CHEMBL5103 Q969S8 Histone deacetylase 10 89.41% 90.08%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.23% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.21% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.05% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 87.25% 97.79%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.23% 93.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.73% 89.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.00% 96.38%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.42% 97.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.72% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.74% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.03% 95.89%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.44% 100.00%
CHEMBL3310 Q96DB2 Histone deacetylase 11 81.35% 88.56%
CHEMBL5028 O14672 ADAM10 80.34% 97.50%

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.
Jaborosa leucotricha

Cross-Links

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PubChem 163046232
LOTUS LTS0235097
wikiData Q104990490