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(3S,5S,6S,9R,10R,13R,15R,17R)-17-[(E,2R,5R)-6-hydroxy-5-methylhex-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6,15-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 cb37dbb8-232c-48e3-ba80-5f299e46ab82
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 6-hydroxysteroids
IUPAC Name (3S,5S,6S,9R,10R,13R,15R,17R)-17-[(E,2R,5R)-6-hydroxy-5-methylhex-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6,15-triol
SMILES (Canonical) CC(CO)C=CC(C)C1CC(C2=C3CC(C4CC(CCC4(C3CCC12C)C)O)O)O
SMILES (Isomeric) C[C@@H](CO)/C=C/[C@@H](C)[C@H]1C[C@H](C2=C3C[C@@H]([C@H]4C[C@H](CC[C@@]4([C@H]3CC[C@]12C)C)O)O)O
InChI InChI=1S/C26H42O4/c1-15(14-27)5-6-16(2)20-13-23(30)24-18-12-22(29)21-11-17(28)7-9-25(21,3)19(18)8-10-26(20,24)4/h5-6,15-17,19-23,27-30H,7-14H2,1-4H3/b6-5+/t15-,16-,17+,19+,20-,21-,22+,23-,25-,26-/m1/s1
InChI Key ZAZQQOOBLLITLN-PCCAOGDESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H42O4
Molecular Weight 418.60 g/mol
Exact Mass 418.30830982 g/mol
Topological Polar Surface Area (TPSA) 80.90 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.83
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5S,6S,9R,10R,13R,15R,17R)-17-[(E,2R,5R)-6-hydroxy-5-methylhex-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6,15-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9938 99.38%
Caco-2 - 0.5255 52.55%
Blood Brain Barrier + 0.5635 56.35%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6274 62.74%
OATP2B1 inhibitior - 0.8605 86.05%
OATP1B1 inhibitior + 0.7831 78.31%
OATP1B3 inhibitior + 0.9646 96.46%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5660 56.60%
BSEP inhibitior + 0.6199 61.99%
P-glycoprotein inhibitior - 0.6887 68.87%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6454 64.54%
CYP2C9 substrate - 0.8001 80.01%
CYP2D6 substrate - 0.7448 74.48%
CYP3A4 inhibition - 0.7110 71.10%
CYP2C9 inhibition - 0.9270 92.70%
CYP2C19 inhibition - 0.9433 94.33%
CYP2D6 inhibition - 0.9300 93.00%
CYP1A2 inhibition - 0.9308 93.08%
CYP2C8 inhibition - 0.7079 70.79%
CYP inhibitory promiscuity - 0.7776 77.76%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6845 68.45%
Eye corrosion - 0.9939 99.39%
Eye irritation - 0.9636 96.36%
Skin irritation + 0.5417 54.17%
Skin corrosion - 0.9652 96.52%
Ames mutagenesis - 0.7369 73.69%
Human Ether-a-go-go-Related Gene inhibition - 0.3902 39.02%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.5846 58.46%
skin sensitisation - 0.8583 85.83%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.9093 90.93%
Acute Oral Toxicity (c) III 0.7382 73.82%
Estrogen receptor binding + 0.7901 79.01%
Androgen receptor binding + 0.7452 74.52%
Thyroid receptor binding + 0.6438 64.38%
Glucocorticoid receptor binding + 0.7936 79.36%
Aromatase binding + 0.5232 52.32%
PPAR gamma - 0.5235 52.35%
Honey bee toxicity - 0.7855 78.55%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9768 97.68%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.98% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 96.37% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.72% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.16% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.42% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.83% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.39% 82.69%
CHEMBL238 Q01959 Dopamine transporter 89.91% 95.88%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.78% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.64% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.04% 98.75%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 85.68% 97.47%
CHEMBL1977 P11473 Vitamin D receptor 84.85% 99.43%
CHEMBL226 P30542 Adenosine A1 receptor 84.36% 95.93%
CHEMBL237 P41145 Kappa opioid receptor 84.34% 98.10%
CHEMBL299 P17252 Protein kinase C alpha 84.31% 98.03%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.70% 85.14%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.33% 95.50%
CHEMBL233 P35372 Mu opioid receptor 83.07% 97.93%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.06% 91.03%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.80% 92.86%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.79% 100.00%
CHEMBL2581 P07339 Cathepsin D 81.58% 98.95%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 81.43% 95.58%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.93% 89.50%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.38% 90.71%
CHEMBL204 P00734 Thrombin 80.05% 96.01%

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.
Aster tataricus

Cross-Links

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PubChem 163033802
LOTUS LTS0027361
wikiData Q105370382