PlantaeDB Logo
Login Sign-up

(8S,9S,10R,13S,14S,17S)-17-[(E,2S)-2-hydroxy-5-methylhex-3-en-2-yl]-10,13-dimethyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one

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 71011d3e-771e-4304-9500-0449b485385a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
IUPAC Name (8S,9S,10R,13S,14S,17S)-17-[(E,2S)-2-hydroxy-5-methylhex-3-en-2-yl]-10,13-dimethyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical) CC(C)C=CC(C)(C1CCC2C1(CCC3C2CCC4=CC(=O)C=CC34C)C)O
SMILES (Isomeric) CC(C)/C=C/[C@@](C)([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)C=C[C@]34C)C)O
InChI InChI=1S/C26H38O2/c1-17(2)10-15-26(5,28)23-9-8-21-20-7-6-18-16-19(27)11-13-24(18,3)22(20)12-14-25(21,23)4/h10-11,13,15-17,20-23,28H,6-9,12,14H2,1-5H3/b15-10+/t20-,21-,22-,23-,24-,25-,26-/m0/s1
InChI Key LVAWHQSFUBLRSU-HAOHROFPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C26H38O2
Molecular Weight 382.60 g/mol
Exact Mass 382.287180451 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 6.00
Atomic LogP (AlogP) 5.87
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (8S,9S,10R,13S,14S,17S)-17-[(E,2S)-2-hydroxy-5-methylhex-3-en-2-yl]-10,13-dimethyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.5751 57.51%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.7599 75.99%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8672 86.72%
OATP1B3 inhibitior + 0.9079 90.79%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.7500 75.00%
BSEP inhibitior + 0.8617 86.17%
P-glycoprotein inhibitior - 0.4403 44.03%
P-glycoprotein substrate - 0.7787 77.87%
CYP3A4 substrate + 0.7420 74.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9024 90.24%
CYP3A4 inhibition - 0.8648 86.48%
CYP2C9 inhibition - 0.7096 70.96%
CYP2C19 inhibition - 0.5377 53.77%
CYP2D6 inhibition - 0.9360 93.60%
CYP1A2 inhibition - 0.7468 74.68%
CYP2C8 inhibition - 0.5914 59.14%
CYP inhibitory promiscuity - 0.6724 67.24%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5089 50.89%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9735 97.35%
Skin irritation + 0.5987 59.87%
Skin corrosion - 0.9713 97.13%
Ames mutagenesis - 0.7881 78.81%
Human Ether-a-go-go-Related Gene inhibition + 0.7371 73.71%
Micronuclear - 0.9600 96.00%
Hepatotoxicity + 0.5230 52.30%
skin sensitisation + 0.6097 60.97%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.9229 92.29%
Acute Oral Toxicity (c) III 0.7406 74.06%
Estrogen receptor binding + 0.9186 91.86%
Androgen receptor binding + 0.8672 86.72%
Thyroid receptor binding + 0.7996 79.96%
Glucocorticoid receptor binding + 0.8076 80.76%
Aromatase binding + 0.6467 64.67%
PPAR gamma + 0.5487 54.87%
Honey bee toxicity - 0.8090 80.90%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9968 99.68%

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 97.37% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.99% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 94.71% 95.93%
CHEMBL1871 P10275 Androgen Receptor 94.48% 96.43%
CHEMBL2581 P07339 Cathepsin D 94.03% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.51% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 93.24% 94.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.42% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.79% 91.11%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 88.26% 91.03%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.14% 93.99%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.27% 89.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.21% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.16% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.01% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.76% 94.45%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.64% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.53% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.12% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.35% 90.71%

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 11749389
LOTUS LTS0059179
wikiData Q105157756