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2-[[3,12-dihydroxy-4,4,10,13-tetramethyl-17-(6-methyl-5-methylideneheptan-2-yl)-2,3,5,6,7,11,12,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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 0d2335e1-f9c5-4ae3-857c-a6f7570dfb1e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name 2-[[3,12-dihydroxy-4,4,10,13-tetramethyl-17-(6-methyl-5-methylideneheptan-2-yl)-2,3,5,6,7,11,12,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(C)C(=C)CCC(C)C1(CC=C2C1(C(CC3=C2CCC4C3(CCC(C4(C)C)O)C)O)C)OC5C(C(C(C(O5)CO)O)O)O
SMILES (Isomeric) CC(C)C(=C)CCC(C)C1(CC=C2C1(C(CC3=C2CCC4C3(CCC(C4(C)C)O)C)O)C)OC5C(C(C(C(O5)CO)O)O)O
InChI InChI=1S/C36H58O8/c1-19(2)20(3)9-10-21(4)36(44-32-31(42)30(41)29(40)25(18-37)43-32)16-13-23-22-11-12-26-33(5,6)27(38)14-15-34(26,7)24(22)17-28(39)35(23,36)8/h13,19,21,25-32,37-42H,3,9-12,14-18H2,1-2,4-8H3
InChI Key JJWUKNVFGMFZJI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H58O8
Molecular Weight 618.80 g/mol
Exact Mass 618.41316880 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.17
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[[3,12-dihydroxy-4,4,10,13-tetramethyl-17-(6-methyl-5-methylideneheptan-2-yl)-2,3,5,6,7,11,12,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8431 84.31%
Caco-2 - 0.8169 81.69%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8656 86.56%
OATP1B3 inhibitior + 0.7981 79.81%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6792 67.92%
BSEP inhibitior + 0.5932 59.32%
P-glycoprotein inhibitior + 0.6648 66.48%
P-glycoprotein substrate - 0.5541 55.41%
CYP3A4 substrate + 0.6872 68.72%
CYP2C9 substrate - 0.8140 81.40%
CYP2D6 substrate - 0.8390 83.90%
CYP3A4 inhibition - 0.8254 82.54%
CYP2C9 inhibition - 0.7857 78.57%
CYP2C19 inhibition - 0.8605 86.05%
CYP2D6 inhibition - 0.9312 93.12%
CYP1A2 inhibition - 0.8214 82.14%
CYP2C8 inhibition + 0.6202 62.02%
CYP inhibitory promiscuity - 0.8957 89.57%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7052 70.52%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9276 92.76%
Skin irritation - 0.5229 52.29%
Skin corrosion - 0.9390 93.90%
Ames mutagenesis - 0.6937 69.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8000 80.00%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.6927 69.27%
skin sensitisation - 0.8902 89.02%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.7059 70.59%
Acute Oral Toxicity (c) III 0.5804 58.04%
Estrogen receptor binding + 0.6735 67.35%
Androgen receptor binding + 0.7078 70.78%
Thyroid receptor binding - 0.5215 52.15%
Glucocorticoid receptor binding + 0.6780 67.80%
Aromatase binding + 0.6689 66.89%
PPAR gamma + 0.6130 61.30%
Honey bee toxicity - 0.6882 68.82%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9744 97.44%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.47% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.35% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.57% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.72% 97.09%
CHEMBL2581 P07339 Cathepsin D 94.84% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.55% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.56% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.49% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.77% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 87.21% 94.73%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 86.73% 89.05%
CHEMBL2996 Q05655 Protein kinase C delta 84.70% 97.79%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.47% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 84.16% 91.49%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.12% 95.83%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 84.06% 90.24%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.37% 93.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.93% 92.62%
CHEMBL237 P41145 Kappa opioid receptor 82.32% 98.10%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.48% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.79% 95.50%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.52% 98.05%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.40% 99.17%

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 73876032
LOTUS LTS0197655
wikiData Q104169617