17-[(2R)-2,6-dihydroxy-6-methyl-3-[(3S,4R,5R,6R)-4,5,6-trihydroxy-3-methoxyoxepan-3-yl]oxyheptan-2-yl]-2,3,14-trihydroxy-13-methyl-1,2,3,4,5,9,10,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-one

Details

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Internal ID 62b2c9ec-322b-452a-99bf-6263949123f4
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name 17-[(2R)-2,6-dihydroxy-6-methyl-3-[(3S,4R,5R,6R)-4,5,6-trihydroxy-3-methoxyoxepan-3-yl]oxyheptan-2-yl]-2,3,14-trihydroxy-13-methyl-1,2,3,4,5,9,10,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC12CCC3C4CC(C(CC4C(=O)C=C3C1(CCC2C(C)(C(CCC(C)(C)O)OC5(COCC(C(C5O)O)O)OC)O)O)O)O
SMILES (Isomeric) CC12CCC3C4CC(C(CC4C(=O)C=C3C1(CCC2[C@](C)(C(CCC(C)(C)O)O[C@]5(COC[C@H]([C@H]([C@H]5O)O)O)OC)O)O)O)O
InChI InChI=1S/C33H54O12/c1-29(2,40)9-8-26(45-33(43-5)16-44-15-24(37)27(38)28(33)39)31(4,41)25-7-11-32(42)20-14-21(34)19-13-23(36)22(35)12-18(19)17(20)6-10-30(25,32)3/h14,17-19,22-28,35-42H,6-13,15-16H2,1-5H3/t17?,18?,19?,22?,23?,24-,25?,26?,27-,28-,30?,31-,32?,33+/m1/s1
InChI Key IEBKSEMYCSZHEA-ZMCLFYFXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H54O12
Molecular Weight 642.80 g/mol
Exact Mass 642.36152715 g/mol
Topological Polar Surface Area (TPSA) 207.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -0.06
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 17-[(2R)-2,6-dihydroxy-6-methyl-3-[(3S,4R,5R,6R)-4,5,6-trihydroxy-3-methoxyoxepan-3-yl]oxyheptan-2-yl]-2,3,14-trihydroxy-13-methyl-1,2,3,4,5,9,10,11,12,15,16,17-dodecahydrocyclopenta[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 + 0.9388 93.88%
Caco-2 - 0.8293 82.93%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7634 76.34%
OATP2B1 inhibitior - 0.5816 58.16%
OATP1B1 inhibitior + 0.8592 85.92%
OATP1B3 inhibitior + 0.8688 86.88%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.6122 61.22%
P-glycoprotein inhibitior + 0.6602 66.02%
P-glycoprotein substrate + 0.6826 68.26%
CYP3A4 substrate + 0.7330 73.30%
CYP2C9 substrate - 0.8032 80.32%
CYP2D6 substrate - 0.8879 88.79%
CYP3A4 inhibition - 0.9092 90.92%
CYP2C9 inhibition - 0.6795 67.95%
CYP2C19 inhibition - 0.7758 77.58%
CYP2D6 inhibition - 0.9362 93.62%
CYP1A2 inhibition - 0.8451 84.51%
CYP2C8 inhibition + 0.6944 69.44%
CYP inhibitory promiscuity - 0.9634 96.34%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6266 62.66%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9202 92.02%
Skin irritation - 0.6336 63.36%
Skin corrosion - 0.9415 94.15%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7892 78.92%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.5809 58.09%
skin sensitisation - 0.8580 85.80%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.5999 59.99%
Acute Oral Toxicity (c) III 0.4787 47.87%
Estrogen receptor binding + 0.6971 69.71%
Androgen receptor binding + 0.7804 78.04%
Thyroid receptor binding - 0.5444 54.44%
Glucocorticoid receptor binding + 0.6333 63.33%
Aromatase binding + 0.6426 64.26%
PPAR gamma + 0.6353 63.53%
Honey bee toxicity - 0.6532 65.32%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9656 96.56%

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 99.57% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.32% 97.25%
CHEMBL2581 P07339 Cathepsin D 97.70% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.29% 97.09%
CHEMBL4040 P28482 MAP kinase ERK2 97.25% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.07% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.37% 96.09%
CHEMBL2179 P04062 Beta-glucocerebrosidase 93.10% 85.31%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 92.50% 91.07%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 92.44% 94.78%
CHEMBL3192 Q9BY41 Histone deacetylase 8 91.54% 93.99%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.24% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.53% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.52% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.93% 97.14%
CHEMBL1871 P10275 Androgen Receptor 89.70% 96.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.88% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.85% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.78% 96.77%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 88.71% 94.23%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.56% 97.28%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.15% 95.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.97% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.39% 91.03%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.03% 86.92%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.77% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.87% 92.62%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.43% 90.71%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.01% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.26% 94.00%

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.
Atriplex portulacoides

Cross-Links

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PubChem 163028301
LOTUS LTS0061143
wikiData Q105111678