PlantaeDB Logo
Login Sign-up

methyl (1aS,1bS,3aR,4R,7aS,9aS)-1b-hydroxy-9a-isopropyl-4,7a-dimethyl-9-oxo-2,3,3a,5,6,7-hexahydro-1aH-phenanthro[1,2-b]oxirene-4-carboxylate

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 0b147fef-5189-4bfd-8665-df0a9595d195
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
IUPAC Name methyl (1aS,1bS,3aR,4R,7aS,9aS)-1b-hydroxy-4,7a-dimethyl-9-oxo-9a-propan-2-yl-2,3,3a,5,6,7-hexahydro-1aH-phenanthro[1,2-b]oxirene-4-carboxylate
SMILES (Canonical) CC(C)C12C(O1)C3(CCC4C(C3=CC2=O)(CCCC4(C)C(=O)OC)C)O
SMILES (Isomeric) CC(C)[C@@]12[C@@H](O1)[C@@]3(CC[C@@H]4[C@@](C3=CC2=O)(CCC[C@@]4(C)C(=O)OC)C)O
InChI InChI=1S/C21H30O5/c1-12(2)21-15(22)11-14-18(3)8-6-9-19(4,17(23)25-5)13(18)7-10-20(14,24)16(21)26-21/h11-13,16,24H,6-10H2,1-5H3/t13-,16+,18+,19-,20+,21-/m1/s1
InChI Key ABKTWBMMVOBXFC-USNCVGSQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C21H30O5
Molecular Weight 362.50 g/mol
Exact Mass 362.20932405 g/mol
Topological Polar Surface Area (TPSA) 76.10 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.80
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

Top
CHEMBL4296866
NSC-337783
methyl (1aS,1bS,3aR,4R,7aS,9aS)-1b-hydroxy-9a-isopropyl-4,7a-dimethyl-9-oxo-2,3,3a,5,6,7-hexahydro-1aH-phenanthro[1,2-b]oxirene-4-carboxylate
Phenanthro[1,2-b]oxirene-4-carboxylic acid, 1a,1b,2,3,3a,4,5,6,7,7a,9,9a-dodecahydro-1b-hydroxy-4,7a-dimethyl-9a-(1-methylethyl)-9-oxo-, methyl ester, (1aS,1bS,3aR,4R,7aS,9aS)-

2D Structure

Top
2D Structure of methyl (1aS,1bS,3aR,4R,7aS,9aS)-1b-hydroxy-9a-isopropyl-4,7a-dimethyl-9-oxo-2,3,3a,5,6,7-hexahydro-1aH-phenanthro[1,2-b]oxirene-4-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9845 98.45%
Caco-2 + 0.7407 74.07%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7487 74.87%
OATP2B1 inhibitior - 0.8636 86.36%
OATP1B1 inhibitior + 0.9088 90.88%
OATP1B3 inhibitior + 0.8800 88.00%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.6071 60.71%
BSEP inhibitior - 0.8823 88.23%
P-glycoprotein inhibitior - 0.7141 71.41%
P-glycoprotein substrate - 0.7248 72.48%
CYP3A4 substrate + 0.6566 65.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8972 89.72%
CYP3A4 inhibition - 0.5475 54.75%
CYP2C9 inhibition - 0.6155 61.55%
CYP2C19 inhibition - 0.6625 66.25%
CYP2D6 inhibition - 0.9366 93.66%
CYP1A2 inhibition - 0.6299 62.99%
CYP2C8 inhibition - 0.7553 75.53%
CYP inhibitory promiscuity - 0.9610 96.10%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9543 95.43%
Carcinogenicity (trinary) Non-required 0.6350 63.50%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9531 95.31%
Skin irritation - 0.5672 56.72%
Skin corrosion - 0.9326 93.26%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition - 0.8208 82.08%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.6664 66.64%
skin sensitisation - 0.7821 78.21%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.8348 83.48%
Acute Oral Toxicity (c) III 0.4497 44.97%
Estrogen receptor binding + 0.8732 87.32%
Androgen receptor binding + 0.6955 69.55%
Thyroid receptor binding + 0.6606 66.06%
Glucocorticoid receptor binding + 0.7758 77.58%
Aromatase binding + 0.5977 59.77%
PPAR gamma + 0.6075 60.75%
Honey bee toxicity - 0.8611 86.11%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9868 98.68%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.46% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.90% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.35% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.71% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.09% 82.69%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.50% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.47% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.30% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.74% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 86.47% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.28% 92.62%
CHEMBL4040 P28482 MAP kinase ERK2 85.58% 83.82%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.17% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.36% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.05% 91.07%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.50% 94.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.42% 93.03%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.35% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.06% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.70% 93.56%
CHEMBL5255 O00206 Toll-like receptor 4 80.61% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.11% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.10% 93.04%

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.
Tripterygium wilfordii

Cross-Links

Top
PubChem 333793
NPASS NPC198820