PlantaeDB Logo
Login Sign-up

N-[(1S)-1-[(6S,8S,11R,12S,14R,15S,16R)-6-(dimethylamino)-14-hydroxy-7,7,12,16-tetramethyl-15-tetracyclo[9.7.0.03,8.012,16]octadeca-1(18),2-dienyl]ethyl]benzamide

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 28660c89-50a0-4f6c-b3c5-2a9341bbfa25
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Buxus alkaloids
IUPAC Name N-[(1S)-1-[(6S,8S,11R,12S,14R,15S,16R)-6-(dimethylamino)-14-hydroxy-7,7,12,16-tetramethyl-15-tetracyclo[9.7.0.03,8.012,16]octadeca-1(18),2-dienyl]ethyl]benzamide
SMILES (Canonical) CC(C1C(CC2(C1(CC=C3C2CCC4C(=C3)CCC(C4(C)C)N(C)C)C)C)O)NC(=O)C5=CC=CC=C5
SMILES (Isomeric) C[C@@H]([C@H]1[C@@H](C[C@@]2([C@@]1(CC=C3[C@H]2CC[C@H]4C(=C3)CC[C@@H](C4(C)C)N(C)C)C)C)O)NC(=O)C5=CC=CC=C5
InChI InChI=1S/C33H48N2O2/c1-21(34-30(37)22-11-9-8-10-12-22)29-27(36)20-33(5)26-15-14-25-23(19-24(26)17-18-32(29,33)4)13-16-28(35(6)7)31(25,2)3/h8-12,17,19,21,25-29,36H,13-16,18,20H2,1-7H3,(H,34,37)/t21-,25-,26+,27+,28-,29-,32+,33-/m0/s1
InChI Key WZFBYWXOERTQBK-ITPVSCTESA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C33H48N2O2
Molecular Weight 504.70 g/mol
Exact Mass 504.37157878 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 6.70
Atomic LogP (AlogP) 6.23
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of N-[(1S)-1-[(6S,8S,11R,12S,14R,15S,16R)-6-(dimethylamino)-14-hydroxy-7,7,12,16-tetramethyl-15-tetracyclo[9.7.0.03,8.012,16]octadeca-1(18),2-dienyl]ethyl]benzamide

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9830 98.30%
Caco-2 - 0.6695 66.95%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.5997 59.97%
OATP2B1 inhibitior - 0.7144 71.44%
OATP1B1 inhibitior + 0.8616 86.16%
OATP1B3 inhibitior + 0.9449 94.49%
MATE1 inhibitior - 0.8546 85.46%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9463 94.63%
P-glycoprotein inhibitior + 0.7574 75.74%
P-glycoprotein substrate + 0.6925 69.25%
CYP3A4 substrate + 0.7031 70.31%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.6628 66.28%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.5754 57.54%
CYP2C19 inhibition - 0.5789 57.89%
CYP2D6 inhibition - 0.7783 77.83%
CYP1A2 inhibition - 0.6671 66.71%
CYP2C8 inhibition - 0.5806 58.06%
CYP inhibitory promiscuity + 0.5334 53.34%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5709 57.09%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9656 96.56%
Skin irritation - 0.7320 73.20%
Skin corrosion - 0.8935 89.35%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8675 86.75%
Micronuclear + 0.6000 60.00%
Hepatotoxicity + 0.5650 56.50%
skin sensitisation - 0.8339 83.39%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.6991 69.91%
Acute Oral Toxicity (c) III 0.5391 53.91%
Estrogen receptor binding + 0.8142 81.42%
Androgen receptor binding + 0.7548 75.48%
Thyroid receptor binding + 0.6739 67.39%
Glucocorticoid receptor binding + 0.7985 79.85%
Aromatase binding + 0.7507 75.07%
PPAR gamma + 0.6713 67.13%
Honey bee toxicity - 0.8008 80.08%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9697 96.97%

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
CHEMBL221 P23219 Cyclooxygenase-1 98.12% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.62% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.30% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.76% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.87% 91.11%
CHEMBL5028 O14672 ADAM10 87.57% 97.50%
CHEMBL268 P43235 Cathepsin K 87.54% 96.85%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 85.39% 85.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.21% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.67% 85.14%
CHEMBL5284 Q96RR4 CaM-kinase kinase beta 83.35% 89.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.16% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 82.41% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.20% 97.09%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.82% 85.31%
CHEMBL2801 Q13557 CaM kinase II delta 81.80% 84.49%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.71% 93.03%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.48% 96.47%
CHEMBL4040 P28482 MAP kinase ERK2 81.43% 83.82%
CHEMBL4072 P07858 Cathepsin B 81.05% 93.67%

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.
Buxus sempervirens

Cross-Links

Top
PubChem 162937422
LOTUS LTS0106812
wikiData Q105323087