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3,14-dihydroxy-17-[6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-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 efac2c38-de2b-4d22-935d-da407f218367
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name 3,14-dihydroxy-17-[6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC(C=CC(CO)C(C)(C)O)C1CCC2(C1(CCC3C2=CC(=O)C4C3(CCC(C4)O)C)C)O
SMILES (Isomeric) CC(C=CC(CO)C(C)(C)O)C1CCC2(C1(CCC3C2=CC(=O)C4C3(CCC(C4)O)C)C)O
InChI InChI=1S/C28H44O5/c1-17(6-7-18(16-29)25(2,3)32)20-10-13-28(33)22-15-24(31)23-14-19(30)8-11-26(23,4)21(22)9-12-27(20,28)5/h6-7,15,17-21,23,29-30,32-33H,8-14,16H2,1-5H3
InChI Key KZXSEYDTLJXXRM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H44O5
Molecular Weight 460.60 g/mol
Exact Mass 460.31887450 g/mol
Topological Polar Surface Area (TPSA) 98.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 3.79
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3,14-dihydroxy-17-[6-hydroxy-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-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 + 0.9926 99.26%
Caco-2 - 0.5401 54.01%
Blood Brain Barrier + 0.6741 67.41%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.7701 77.01%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8332 83.32%
OATP1B3 inhibitior + 0.8552 85.52%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5011 50.11%
BSEP inhibitior + 0.9037 90.37%
P-glycoprotein inhibitior - 0.5398 53.98%
P-glycoprotein substrate + 0.5188 51.88%
CYP3A4 substrate + 0.6882 68.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9025 90.25%
CYP3A4 inhibition - 0.8960 89.60%
CYP2C9 inhibition - 0.8525 85.25%
CYP2C19 inhibition - 0.9202 92.02%
CYP2D6 inhibition - 0.9433 94.33%
CYP1A2 inhibition - 0.9190 91.90%
CYP2C8 inhibition - 0.6902 69.02%
CYP inhibitory promiscuity - 0.8132 81.32%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6924 69.24%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.9600 96.00%
Skin irritation + 0.5278 52.78%
Skin corrosion - 0.9588 95.88%
Ames mutagenesis - 0.7170 71.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6696 66.96%
Micronuclear - 0.9200 92.00%
Hepatotoxicity + 0.5045 50.45%
skin sensitisation - 0.8641 86.41%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8998 89.98%
Acute Oral Toxicity (c) III 0.7108 71.08%
Estrogen receptor binding + 0.7771 77.71%
Androgen receptor binding + 0.7337 73.37%
Thyroid receptor binding + 0.6441 64.41%
Glucocorticoid receptor binding + 0.7693 76.93%
Aromatase binding + 0.6576 65.76%
PPAR gamma - 0.5152 51.52%
Honey bee toxicity - 0.8514 85.14%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9828 98.28%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.06% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.84% 82.69%
CHEMBL2581 P07339 Cathepsin D 95.05% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.74% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.25% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.58% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.39% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.05% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.99% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.73% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.20% 96.77%
CHEMBL226 P30542 Adenosine A1 receptor 87.03% 95.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.36% 96.61%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.56% 97.14%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.67% 85.31%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.16% 91.07%
CHEMBL1871 P10275 Androgen Receptor 83.05% 96.43%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.84% 91.03%
CHEMBL221 P23219 Cyclooxygenase-1 81.73% 90.17%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.20% 98.75%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 80.92% 94.78%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.81% 92.88%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.21% 100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162814740
LOTUS LTS0056568
wikiData Q104170746