14beta-Pregn-5-ene-3beta,8,11alpha,12beta,14,20-hexol

Details

Top
Internal ID 24cc3ea2-9fea-46d2-a494-2cfb441036f4
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
IUPAC Name (3S,8S,9S,10R,11S,12S,13S,14R,17S)-17-(1-hydroxyethyl)-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,8,11,12,14-pentol
SMILES (Canonical) CC(C1CCC2(C1(C(C(C3C2(CC=C4C3(CCC(C4)O)C)O)O)O)C)O)O
SMILES (Isomeric) CC([C@H]1CC[C@]2([C@@]1([C@@H]([C@H]([C@H]3[C@]2(CC=C4[C@@]3(CC[C@@H](C4)O)C)O)O)O)C)O)O
InChI InChI=1S/C21H34O6/c1-11(22)14-6-9-21(27)19(14,3)17(25)15(24)16-18(2)7-5-13(23)10-12(18)4-8-20(16,21)26/h4,11,13-17,22-27H,5-10H2,1-3H3/t11?,13-,14+,15-,16+,17+,18-,19-,20-,21+/m0/s1
InChI Key ZKHPKHVTGSOEKJ-MESSGGCPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C21H34O6
Molecular Weight 382.50 g/mol
Exact Mass 382.23553880 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP -0.30
Atomic LogP (AlogP) 0.48
H-Bond Acceptor 6
H-Bond Donor 6
Rotatable Bonds 1

Synonyms

Top
ZKHPKHVTGSOEKJ-MESSGGCPSA-N
14.beta.-Pregn-5-ene-3.beta.,8,11.alpha.,12.beta.,14,20-hexol
Pregn-5-ene-3,8,11,12,14,20-hexol, (3.beta.,11.alpha.,12.beta.,14.beta.,20R)-

2D Structure

Top
2D Structure of 14beta-Pregn-5-ene-3beta,8,11alpha,12beta,14,20-hexol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9794 97.94%
Caco-2 - 0.6635 66.35%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.5491 54.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9164 91.64%
OATP1B3 inhibitior + 0.9239 92.39%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7321 73.21%
BSEP inhibitior - 0.6191 61.91%
P-glycoprotein inhibitior - 0.8595 85.95%
P-glycoprotein substrate + 0.6040 60.40%
CYP3A4 substrate + 0.6036 60.36%
CYP2C9 substrate - 0.5858 58.58%
CYP2D6 substrate - 0.7545 75.45%
CYP3A4 inhibition - 0.9076 90.76%
CYP2C9 inhibition - 0.8627 86.27%
CYP2C19 inhibition - 0.7865 78.65%
CYP2D6 inhibition - 0.9439 94.39%
CYP1A2 inhibition - 0.8371 83.71%
CYP2C8 inhibition - 0.7173 71.73%
CYP inhibitory promiscuity - 0.9221 92.21%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5812 58.12%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9705 97.05%
Skin irritation + 0.6183 61.83%
Skin corrosion - 0.9275 92.75%
Ames mutagenesis - 0.6870 68.70%
Human Ether-a-go-go-Related Gene inhibition - 0.6563 65.63%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.5893 58.93%
skin sensitisation - 0.7937 79.37%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8419 84.19%
Acute Oral Toxicity (c) I 0.3894 38.94%
Estrogen receptor binding + 0.8181 81.81%
Androgen receptor binding + 0.7281 72.81%
Thyroid receptor binding + 0.6557 65.57%
Glucocorticoid receptor binding + 0.7414 74.14%
Aromatase binding + 0.7469 74.69%
PPAR gamma - 0.6021 60.21%
Honey bee toxicity - 0.8208 82.08%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9813 98.13%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.49% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.28% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.77% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 93.52% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.33% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.98% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.80% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 87.77% 97.79%
CHEMBL4072 P07858 Cathepsin B 84.16% 93.67%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.73% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.01% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.75% 97.09%
CHEMBL4208 P20618 Proteasome component C5 81.58% 90.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.22% 100.00%

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.
Hoya carnosa

Cross-Links

Top
PubChem 15560121
LOTUS LTS0052585
wikiData Q105378457