PlantaeDB Logo
Login Sign-up

(8R,9S,10R,13R,14S,16S,17R)-16-hydroxy-13-(hydroxymethyl)-17-[(E,2S)-2-hydroxy-6-methylhept-3-en-2-yl]-10-methyl-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 da4f0311-80aa-4477-bc33-9ac3e7ec7b26
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name (8R,9S,10R,13R,14S,16S,17R)-16-hydroxy-13-(hydroxymethyl)-17-[(E,2S)-2-hydroxy-6-methylhept-3-en-2-yl]-10-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical) CC(C)CC=CC(C)(C1C(CC2C1(CCC3C2CCC4=CC(=O)C=CC34C)CO)O)O
SMILES (Isomeric) CC(C)C/C=C/[C@@](C)([C@H]1[C@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)C=C[C@]34C)CO)O)O
InChI InChI=1S/C27H40O4/c1-17(2)6-5-11-26(4,31)24-23(30)15-22-20-8-7-18-14-19(29)9-12-25(18,3)21(20)10-13-27(22,24)16-28/h5,9,11-12,14,17,20-24,28,30-31H,6-8,10,13,15-16H2,1-4H3/b11-5+/t20-,21+,22+,23+,24-,25+,26+,27-/m1/s1
InChI Key VRJOPOAHNDVYID-LGPRQYNISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C27H40O4
Molecular Weight 428.60 g/mol
Exact Mass 428.29265975 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.21
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (8R,9S,10R,13R,14S,16S,17R)-16-hydroxy-13-(hydroxymethyl)-17-[(E,2S)-2-hydroxy-6-methylhept-3-en-2-yl]-10-methyl-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 + 0.9926 99.26%
Caco-2 - 0.6344 63.44%
Blood Brain Barrier + 0.6741 67.41%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7701 77.01%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8285 82.85%
OATP1B3 inhibitior + 0.8552 85.52%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5011 50.11%
BSEP inhibitior + 0.9588 95.88%
P-glycoprotein inhibitior - 0.4696 46.96%
P-glycoprotein substrate - 0.5425 54.25%
CYP3A4 substrate + 0.7411 74.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9015 90.15%
CYP3A4 inhibition - 0.8960 89.60%
CYP2C9 inhibition - 0.8525 85.25%
CYP2C19 inhibition - 0.9202 92.02%
CYP2D6 inhibition - 0.9433 94.33%
CYP1A2 inhibition - 0.9190 91.90%
CYP2C8 inhibition + 0.5667 56.67%
CYP inhibitory promiscuity - 0.8132 81.32%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6924 69.24%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.9757 97.57%
Skin irritation + 0.5278 52.78%
Skin corrosion - 0.9588 95.88%
Ames mutagenesis - 0.7513 75.13%
Human Ether-a-go-go-Related Gene inhibition - 0.4082 40.82%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.6395 63.95%
skin sensitisation - 0.8641 86.41%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8767 87.67%
Acute Oral Toxicity (c) III 0.7108 71.08%
Estrogen receptor binding + 0.8846 88.46%
Androgen receptor binding + 0.8182 81.82%
Thyroid receptor binding + 0.6570 65.70%
Glucocorticoid receptor binding + 0.8180 81.80%
Aromatase binding + 0.6997 69.97%
PPAR gamma - 0.4928 49.28%
Honey bee toxicity - 0.7133 71.33%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9828 98.28%

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 98.55% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 98.48% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.05% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.70% 100.00%
CHEMBL2581 P07339 Cathepsin D 95.29% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.74% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.91% 96.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.35% 95.56%
CHEMBL1871 P10275 Androgen Receptor 91.05% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.65% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.21% 89.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.72% 96.61%
CHEMBL1937 Q92769 Histone deacetylase 2 88.73% 94.75%
CHEMBL2996 Q05655 Protein kinase C delta 88.01% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.14% 94.45%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 86.80% 91.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.34% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.84% 100.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 83.89% 90.93%
CHEMBL299 P17252 Protein kinase C alpha 83.66% 98.03%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.36% 91.07%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.18% 90.24%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.44% 97.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.16% 90.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.58% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.49% 86.33%

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 101613744
LOTUS LTS0200941
wikiData Q105291814