PlantaeDB Logo
Login Sign-up

Ergost-7-en-6-one, 2,3,14,20,22-pentahydroxy-, (2beta,3beta,5beta,22R)-

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

Top
Internal ID f673207e-1cc0-4cfb-930d-55862c523543
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Pentahydroxy bile acids, alcohols and derivatives
IUPAC Name (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R,5S)-2,3-dihydroxy-5,6-dimethylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC(C)C(C)CC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O)O
SMILES (Isomeric) C[C@@H](C[C@H]([C@@](C)([C@H]1CC[C@@]2([C@@]1(CC[C@H]3C2=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)C)O)O)O)C(C)C
InChI InChI=1S/C28H46O6/c1-15(2)16(3)11-24(32)27(6,33)23-8-10-28(34)18-12-20(29)19-13-21(30)22(31)14-25(19,4)17(18)7-9-26(23,28)5/h12,15-17,19,21-24,30-34H,7-11,13-14H2,1-6H3/t16-,17-,19-,21+,22-,23-,24+,25+,26+,27+,28+/m0/s1
InChI Key KQBCIGPPRFLKLS-UMQUCXETSA-N
Popularity 6 references in papers

Physical and Chemical Properties

Top
Molecular Formula C28H46O6
Molecular Weight 478.70 g/mol
Exact Mass 478.32943918 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.99
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

Top
Ergost-7-en-6-one, 2,3,14,20,22-pentahydroxy-, (2beta,3beta,5beta,22R)-
(2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R,5S)-2,3-dihydroxy-5,6-dimethylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
CHEBI:176164
DTXSID301198134
HY-N7692
AKOS040763739
FS-7303
AC-35121
CS-0135219
(2beta,3beta,5beta,22R)-2,3,14,20,22-Pentahydroxyergost-7-en-6-one

2D Structure

Top
2D Structure of Ergost-7-en-6-one, 2,3,14,20,22-pentahydroxy-, (2beta,3beta,5beta,22R)-

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9938 99.38%
Caco-2 + 0.5675 56.75%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.8310 83.10%
OATP2B1 inhibitior - 0.7175 71.75%
OATP1B1 inhibitior + 0.9123 91.23%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.6483 64.83%
P-glycoprotein inhibitior - 0.6704 67.04%
P-glycoprotein substrate + 0.5493 54.93%
CYP3A4 substrate + 0.6793 67.93%
CYP2C9 substrate - 0.8086 80.86%
CYP2D6 substrate - 0.8838 88.38%
CYP3A4 inhibition - 0.8309 83.09%
CYP2C9 inhibition - 0.8690 86.90%
CYP2C19 inhibition - 0.8364 83.64%
CYP2D6 inhibition - 0.9516 95.16%
CYP1A2 inhibition - 0.9278 92.78%
CYP2C8 inhibition - 0.6875 68.75%
CYP inhibitory promiscuity - 0.8761 87.61%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6900 69.00%
Eye corrosion - 0.9944 99.44%
Eye irritation - 0.9384 93.84%
Skin irritation + 0.6543 65.43%
Skin corrosion - 0.9489 94.89%
Ames mutagenesis - 0.7470 74.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4603 46.03%
Micronuclear - 0.9000 90.00%
Hepatotoxicity + 0.5275 52.75%
skin sensitisation - 0.7034 70.34%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.9013 90.13%
Acute Oral Toxicity (c) III 0.5365 53.65%
Estrogen receptor binding + 0.7478 74.78%
Androgen receptor binding + 0.7333 73.33%
Thyroid receptor binding + 0.6327 63.27%
Glucocorticoid receptor binding + 0.7652 76.52%
Aromatase binding + 0.5886 58.86%
PPAR gamma - 0.5159 51.59%
Honey bee toxicity - 0.8301 83.01%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9934 99.34%

Targets

Top

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 99.62% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.60% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.49% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.09% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.60% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.13% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.49% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.81% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.85% 100.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 89.78% 94.78%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.51% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.85% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.81% 97.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.23% 96.77%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.96% 90.24%
CHEMBL221 P23219 Cyclooxygenase-1 82.80% 90.17%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.00% 100.00%
CHEMBL3137261 O14744 PRMT5/MEP50 complex 81.87% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.77% 93.04%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.22% 96.90%

Plants that contains it

Top
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.
There are no matching plants.

Cross-Links

Top
PubChem 10814524
LOTUS LTS0006774
wikiData Q77496649