PlantaeDB Logo
Login Sign-up

(3S,5S,6aS,6bS,9R,11aS,11bS)-3,5,9-trihydroxy-9-[(1R)-1-[(2S,3R,5S)-3-hydroxy-5-methylpiperidin-2-yl]ethyl]-10,11b-dimethyl-1,2,3,4,4a,5,6,6a,6b,7,8,11a-dodecahydrobenzo[a]fluoren-11-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 d26ab98a-fc3e-4772-99a9-4c924e7e9825
Taxonomy Organoheterocyclic compounds > Piperidines
IUPAC Name (3S,5S,6aS,6bS,9R,11aS,11bS)-3,5,9-trihydroxy-9-[(1R)-1-[(2S,3R,5S)-3-hydroxy-5-methylpiperidin-2-yl]ethyl]-10,11b-dimethyl-1,2,3,4,4a,5,6,6a,6b,7,8,11a-dodecahydrobenzo[a]fluoren-11-one
SMILES (Canonical) CC1CC(C(NC1)C(C)C2(CCC3C4CC(C5CC(CCC5(C4C(=O)C3=C2C)C)O)O)O)O
SMILES (Isomeric) C[C@H]1C[C@H]([C@@H](NC1)[C@@H](C)[C@@]2(CC[C@H]3[C@@H]4C[C@@H](C5C[C@H](CC[C@@]5([C@H]4C(=O)C3=C2C)C)O)O)O)O
InChI InChI=1S/C27H43NO5/c1-13-9-21(31)24(28-12-13)15(3)27(33)8-6-17-18-11-20(30)19-10-16(29)5-7-26(19,4)23(18)25(32)22(17)14(27)2/h13,15-21,23-24,28-31,33H,5-12H2,1-4H3/t13-,15+,16-,17-,18-,19?,20-,21+,23+,24-,26-,27-/m0/s1
InChI Key IXQQMGUKHFWRLN-ZQJYAWKXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C27H43NO5
Molecular Weight 461.60 g/mol
Exact Mass 461.31412347 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.19
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3S,5S,6aS,6bS,9R,11aS,11bS)-3,5,9-trihydroxy-9-[(1R)-1-[(2S,3R,5S)-3-hydroxy-5-methylpiperidin-2-yl]ethyl]-10,11b-dimethyl-1,2,3,4,4a,5,6,6a,6b,7,8,11a-dodecahydrobenzo[a]fluoren-11-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9410 94.10%
Caco-2 - 0.6911 69.11%
Blood Brain Barrier - 0.6394 63.94%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6565 65.65%
OATP2B1 inhibitior - 0.7132 71.32%
OATP1B1 inhibitior + 0.8281 82.81%
OATP1B3 inhibitior + 0.9398 93.98%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7317 73.17%
BSEP inhibitior - 0.7161 71.61%
P-glycoprotein inhibitior - 0.6576 65.76%
P-glycoprotein substrate + 0.5564 55.64%
CYP3A4 substrate + 0.7154 71.54%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate - 0.8054 80.54%
CYP3A4 inhibition - 0.9698 96.98%
CYP2C9 inhibition - 0.8880 88.80%
CYP2C19 inhibition - 0.9165 91.65%
CYP2D6 inhibition - 0.9344 93.44%
CYP1A2 inhibition - 0.9115 91.15%
CYP2C8 inhibition - 0.6009 60.09%
CYP inhibitory promiscuity - 0.9408 94.08%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6078 60.78%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9485 94.85%
Skin irritation - 0.6523 65.23%
Skin corrosion - 0.9139 91.39%
Ames mutagenesis - 0.6145 61.45%
Human Ether-a-go-go-Related Gene inhibition - 0.4005 40.05%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.5415 54.15%
skin sensitisation - 0.8121 81.21%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.5883 58.83%
Acute Oral Toxicity (c) III 0.6220 62.20%
Estrogen receptor binding + 0.5915 59.15%
Androgen receptor binding + 0.7602 76.02%
Thyroid receptor binding + 0.5451 54.51%
Glucocorticoid receptor binding + 0.7154 71.54%
Aromatase binding + 0.6429 64.29%
PPAR gamma - 0.5393 53.93%
Honey bee toxicity - 0.8020 80.20%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.7662 76.62%

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
CHEMBL1937 Q92769 Histone deacetylase 2 97.85% 94.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.99% 97.25%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 96.25% 96.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.08% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.07% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.97% 96.09%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 91.24% 97.21%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 90.40% 93.03%
CHEMBL3192 Q9BY41 Histone deacetylase 8 90.11% 93.99%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.56% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.20% 96.95%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 88.20% 85.30%
CHEMBL325 Q13547 Histone deacetylase 1 88.19% 95.92%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.70% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.18% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.54% 95.56%
CHEMBL1871 P10275 Androgen Receptor 86.03% 96.43%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.23% 91.03%
CHEMBL2581 P07339 Cathepsin D 84.87% 98.95%
CHEMBL4072 P07858 Cathepsin B 84.00% 93.67%
CHEMBL284 P27487 Dipeptidyl peptidase IV 83.45% 95.69%
CHEMBL268 P43235 Cathepsin K 82.90% 96.85%
CHEMBL299 P17252 Protein kinase C alpha 82.13% 98.03%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 81.84% 83.10%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.36% 91.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.26% 95.89%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 80.80% 95.58%

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.
Veratrum album

Cross-Links

Top
PubChem 102247144
LOTUS LTS0212899
wikiData Q105122419