PlantaeDB Logo
Login Sign-up

(3R)-1-[(5R,8R,9S,10R,13S,14S,16S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-16-hydroxy-10,13-dimethyl-4-oxo-1,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]-3-propan-2-ylazetidin-2-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 b3410b52-6e7f-4047-ac86-3df6038646a2
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
IUPAC Name (3R)-1-[(5R,8R,9S,10R,13S,14S,16S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-16-hydroxy-10,13-dimethyl-4-oxo-1,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]-3-propan-2-ylazetidin-2-one
SMILES (Canonical) CC(C)C1CN(C1=O)C2=CCC3(C4CCC5(C(C4CCC3C2=O)CC(C5C(C)N(C)C)O)C)C
SMILES (Isomeric) C[C@@H]([C@H]1[C@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CC=C(C4=O)N5C[C@H](C5=O)C(C)C)C)C)O)N(C)C
InChI InChI=1S/C29H46N2O3/c1-16(2)19-15-31(27(19)34)23-11-13-28(4)20-10-12-29(5)22(18(20)8-9-21(28)26(23)33)14-24(32)25(29)17(3)30(6)7/h11,16-22,24-25,32H,8-10,12-15H2,1-7H3/t17-,18+,19-,20-,21-,22-,24-,25-,28+,29-/m0/s1
InChI Key UOUGFQVCCBWYHB-FDBJBNRWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C29H46N2O3
Molecular Weight 470.70 g/mol
Exact Mass 470.35084333 g/mol
Topological Polar Surface Area (TPSA) 60.80 Ų
XlogP 5.10
Atomic LogP (AlogP) 4.35
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

Top
BDBM50412083

2D Structure

Top
2D Structure of (3R)-1-[(5R,8R,9S,10R,13S,14S,16S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-16-hydroxy-10,13-dimethyl-4-oxo-1,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]-3-propan-2-ylazetidin-2-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9229 92.29%
Caco-2 - 0.5782 57.82%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.7179 71.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8867 88.67%
OATP1B3 inhibitior + 0.9339 93.39%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8901 89.01%
P-glycoprotein inhibitior + 0.5903 59.03%
P-glycoprotein substrate + 0.5749 57.49%
CYP3A4 substrate + 0.7299 72.99%
CYP2C9 substrate - 0.7872 78.72%
CYP2D6 substrate - 0.7847 78.47%
CYP3A4 inhibition - 0.5905 59.05%
CYP2C9 inhibition - 0.7464 74.64%
CYP2C19 inhibition - 0.7200 72.00%
CYP2D6 inhibition - 0.8978 89.78%
CYP1A2 inhibition - 0.7735 77.35%
CYP2C8 inhibition - 0.8288 82.88%
CYP inhibitory promiscuity - 0.9004 90.04%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5403 54.03%
Eye corrosion - 0.9846 98.46%
Eye irritation - 0.9607 96.07%
Skin irritation - 0.7533 75.33%
Skin corrosion - 0.8985 89.85%
Ames mutagenesis - 0.6907 69.07%
Human Ether-a-go-go-Related Gene inhibition + 0.6591 65.91%
Micronuclear + 0.6000 60.00%
Hepatotoxicity + 0.6750 67.50%
skin sensitisation - 0.8434 84.34%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7921 79.21%
Acute Oral Toxicity (c) III 0.5990 59.90%
Estrogen receptor binding + 0.7936 79.36%
Androgen receptor binding + 0.7277 72.77%
Thyroid receptor binding + 0.5836 58.36%
Glucocorticoid receptor binding + 0.7171 71.71%
Aromatase binding + 0.6619 66.19%
PPAR gamma + 0.5775 57.75%
Honey bee toxicity - 0.7271 72.71%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9089 90.89%

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 98.45% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.73% 97.25%
CHEMBL1871 P10275 Androgen Receptor 96.96% 96.43%
CHEMBL2581 P07339 Cathepsin D 94.80% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 94.34% 90.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.43% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.96% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.87% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.74% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.43% 93.04%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 89.41% 91.03%
CHEMBL238 Q01959 Dopamine transporter 89.37% 95.88%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.20% 96.38%
CHEMBL1978 P11511 Cytochrome P450 19A1 87.11% 91.76%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.06% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.60% 82.69%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.89% 96.77%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.89% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.23% 89.00%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 82.61% 98.33%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 82.42% 94.78%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.12% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.90% 97.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.77% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 80.51% 95.93%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.48% 96.90%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.47% 90.24%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.40% 90.08%

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.
Pachysandra procumbens

Cross-Links

Top
PubChem 44584023
NPASS NPC474006
ChEMBL CHEMBL458033
LOTUS LTS0258306
wikiData Q105276574