2alpha,3beta,5beta-Trihydroxy-(25r)-spirostan-6-one

Details

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Internal ID 5642ad5d-e68c-4cdf-8844-fdd79403f79a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,15R,16R,18S)-15,16,18-trihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-19-one
SMILES (Canonical) CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC(=O)C6(C5(CC(C(C6)O)O)C)O)C)C)OC1
SMILES (Isomeric) C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC(=O)[C@]6([C@@]5(C[C@H]([C@@H](C6)O)O)C)O)C)C)OC1
InChI InChI=1S/C27H42O6/c1-14-5-8-27(32-13-14)15(2)23-21(33-27)10-18-16-9-22(30)26(31)12-20(29)19(28)11-25(26,4)17(16)6-7-24(18,23)3/h14-21,23,28-29,31H,5-13H2,1-4H3/t14-,15+,16-,17+,18+,19-,20-,21+,23+,24+,25-,26-,27-/m1/s1
InChI Key XRTVQZVQFIZUBV-ABDXXXKWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H42O6
Molecular Weight 462.60 g/mol
Exact Mass 462.29813906 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.06
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2alpha,3beta,5beta-Trihydroxy-(25r)-spirostan-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 + 0.7750 77.50%
Caco-2 - 0.6545 65.45%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7435 74.35%
OATP2B1 inhibitior - 0.7123 71.23%
OATP1B1 inhibitior + 0.8876 88.76%
OATP1B3 inhibitior + 0.9173 91.73%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.5240 52.40%
P-glycoprotein inhibitior - 0.6393 63.93%
P-glycoprotein substrate - 0.5918 59.18%
CYP3A4 substrate + 0.7407 74.07%
CYP2C9 substrate - 0.6312 63.12%
CYP2D6 substrate - 0.8217 82.17%
CYP3A4 inhibition - 0.9273 92.73%
CYP2C9 inhibition - 0.9431 94.31%
CYP2C19 inhibition - 0.9424 94.24%
CYP2D6 inhibition - 0.9623 96.23%
CYP1A2 inhibition - 0.8988 89.88%
CYP2C8 inhibition + 0.4946 49.46%
CYP inhibitory promiscuity - 0.9871 98.71%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5994 59.94%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9577 95.77%
Skin irritation - 0.5215 52.15%
Skin corrosion - 0.9244 92.44%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6479 64.79%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.9183 91.83%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) I 0.4663 46.63%
Estrogen receptor binding + 0.7457 74.57%
Androgen receptor binding + 0.7274 72.74%
Thyroid receptor binding + 0.5468 54.68%
Glucocorticoid receptor binding + 0.7616 76.16%
Aromatase binding + 0.7639 76.39%
PPAR gamma - 0.6395 63.95%
Honey bee toxicity - 0.5787 57.87%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.8901 89.01%

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
CHEMBL1914 P06276 Butyrylcholinesterase 95.80% 95.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.52% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.66% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.60% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.32% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.89% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.57% 82.69%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.23% 93.04%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.71% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.35% 96.61%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.42% 99.23%
CHEMBL204 P00734 Thrombin 85.14% 96.01%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.87% 89.05%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.76% 92.94%
CHEMBL299 P17252 Protein kinase C alpha 84.17% 98.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.40% 89.00%
CHEMBL301 P24941 Cyclin-dependent kinase 2 83.39% 91.23%
CHEMBL332 P03956 Matrix metalloproteinase-1 83.30% 94.50%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 83.08% 85.30%
CHEMBL1902 P62942 FK506-binding protein 1A 82.43% 97.05%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.06% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.76% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 80.31% 91.19%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.09% 95.50%

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.
Allium stipitatum

Cross-Links

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PubChem 11518301
LOTUS LTS0207772
wikiData Q105340757