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Buxabenzacine

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

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Internal ID f3f0b30c-b8b9-40a1-bb28-1bb2fbed19aa
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [(1R,6S,7S,8R,11R,12S,14R,15S,16R)-6-[benzoyl(methyl)amino]-15-[(1S)-1-(dimethylamino)ethyl]-7-(hydroxymethyl)-7,12,16-trimethyl-14-tetracyclo[9.7.0.03,8.012,16]octadec-3-enyl] acetate
SMILES (Canonical) CC(C1C(CC2(C1(CCC3C2CCC4C(=CCC(C4(C)CO)N(C)C(=O)C5=CC=CC=C5)C3)C)C)OC(=O)C)N(C)C
SMILES (Isomeric) C[C@@H]([C@H]1[C@@H](C[C@@]2([C@@]1(CC[C@H]3[C@H]2CC[C@@H]4C(=CC[C@@H]([C@@]4(C)CO)N(C)C(=O)C5=CC=CC=C5)C3)C)C)OC(=O)C)N(C)C
InChI InChI=1S/C36H54N2O4/c1-23(37(6)7)32-30(42-24(2)40)21-36(5)29-16-15-28-26(20-27(29)18-19-35(32,36)4)14-17-31(34(28,3)22-39)38(8)33(41)25-12-10-9-11-13-25/h9-14,23,27-32,39H,15-22H2,1-8H3/t23-,27+,28+,29+,30+,31-,32-,34-,35+,36-/m0/s1
InChI Key GVPKAHHAVRQDCN-NXEZQSRVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H54N2O4
Molecular Weight 578.80 g/mol
Exact Mass 578.40835821 g/mol
Topological Polar Surface Area (TPSA) 70.10 Ų
XlogP 6.50
Atomic LogP (AlogP) 6.20
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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Buxabenzacine
(+)-Buxabenzacine
DTXSID40926194
3-[Benzoyl(methyl)amino]-20-(dimethylamino)-4-(hydroxymethyl)-4,14-dimethyl-9,19-cyclo-9,10-secopregn-1(10)-en-16-yl acetate
Benzamide, N-((3beta,4alpha,5alpha,16alpha,20S)-16-(acetyloxy)-20-dimethylamino)-4-(hydroxymethyl)-4,14-dimethyl-B(9a)-homo-19-norpregn-1(10)-en-3-yl)-N-methyl-

2D Structure

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2D Structure of Buxabenzacine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9409 94.09%
Caco-2 - 0.7582 75.82%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7568 75.68%
OATP2B1 inhibitior - 0.7129 71.29%
OATP1B1 inhibitior + 0.8467 84.67%
OATP1B3 inhibitior + 0.9163 91.63%
MATE1 inhibitior - 0.7478 74.78%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9812 98.12%
P-glycoprotein inhibitior + 0.7903 79.03%
P-glycoprotein substrate + 0.6023 60.23%
CYP3A4 substrate + 0.7198 71.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7689 76.89%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.7629 76.29%
CYP2C19 inhibition - 0.7608 76.08%
CYP2D6 inhibition - 0.8740 87.40%
CYP1A2 inhibition - 0.7996 79.96%
CYP2C8 inhibition + 0.6348 63.48%
CYP inhibitory promiscuity - 0.6832 68.32%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.6135 61.35%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.9452 94.52%
Skin irritation - 0.7429 74.29%
Skin corrosion - 0.9232 92.32%
Ames mutagenesis - 0.5054 50.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8132 81.32%
Micronuclear + 0.6600 66.00%
Hepatotoxicity - 0.5223 52.23%
skin sensitisation - 0.8571 85.71%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.4856 48.56%
Acute Oral Toxicity (c) III 0.6574 65.74%
Estrogen receptor binding + 0.7822 78.22%
Androgen receptor binding + 0.7798 77.98%
Thyroid receptor binding + 0.5488 54.88%
Glucocorticoid receptor binding + 0.8027 80.27%
Aromatase binding + 0.7573 75.73%
PPAR gamma + 0.7168 71.68%
Honey bee toxicity - 0.7283 72.83%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9927 99.27%

Targets

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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 98.50% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 97.82% 90.17%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 97.25% 94.08%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 96.98% 94.62%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 96.78% 94.23%
CHEMBL4040 P28482 MAP kinase ERK2 95.80% 83.82%
CHEMBL1914 P06276 Butyrylcholinesterase 95.32% 95.00%
CHEMBL2581 P07339 Cathepsin D 92.33% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.82% 91.11%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 90.02% 94.97%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.26% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.83% 95.56%
CHEMBL5028 O14672 ADAM10 87.17% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.56% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.66% 95.89%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.28% 98.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.09% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.99% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.80% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.12% 95.89%

Plants that contains it

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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 papillosa

Cross-Links

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PubChem 5491700
LOTUS LTS0222555
wikiData Q82900680