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Sapintoxin D

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 47661fae-3200-4eb3-8f61-0aa57fc9feb7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids > Phorbol esters
IUPAC Name [(1S,2S,6R,10S,11R,13S,14R,15R)-13-acetyloxy-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] 2-(methylamino)benzoate
SMILES (Canonical) CC1C(C2(C(C2(C)C)C3C1(C4C=C(C(=O)C4(CC(=C3)CO)O)C)O)OC(=O)C)OC(=O)C5=CC=CC=C5NC
SMILES (Isomeric) C[C@@H]1[C@H]([C@@]2([C@@H](C2(C)C)[C@H]3[C@]1([C@@H]4C=C(C(=O)[C@]4(CC(=C3)CO)O)C)O)OC(=O)C)OC(=O)C5=CC=CC=C5NC
InChI InChI=1S/C30H37NO8/c1-15-11-22-28(36,24(15)34)13-18(14-32)12-20-23-27(4,5)30(23,39-17(3)33)25(16(2)29(20,22)37)38-26(35)19-9-7-8-10-21(19)31-6/h7-12,16,20,22-23,25,31-32,36-37H,13-14H2,1-6H3/t16-,20+,22-,23-,25-,28-,29-,30-/m1/s1
InChI Key UPAIGGMQTARRMN-CSSCWBSHSA-N
Popularity 12 references in papers

Physical and Chemical Properties

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Molecular Formula C30H37NO8
Molecular Weight 539.60 g/mol
Exact Mass 539.25191714 g/mol
Topological Polar Surface Area (TPSA) 142.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.41
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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80998-07-8
CCRIS 7233
phorbol 12-(2-methylamino)benzoate 13-acetate
(1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-acetoxy-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulen-9-yl 2-(methylamino)benzoate
(1ar,1bs,4ar,7as,7bs,8r,9r,9as)-9a-(acetyloxy)-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1h-cyclopropa[3,4]benzo[1,2-e]azulen-9-yl 2-(methylamino)benzoate
PHORBOL 12-N-METHYLANTHRANILATE
CHEMBL3586011
CHEBI:72442
DTXSID301001692
Benzoic acid, 2-(methylamino)-, (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-(acetyloxy)-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa(3,4)benz(1,2-e)azulen-9-yl ester
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Sapintoxin D

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9176 91.76%
Caco-2 - 0.7824 78.24%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Nucleus 0.3853 38.53%
OATP2B1 inhibitior - 0.7133 71.33%
OATP1B1 inhibitior + 0.8328 83.28%
OATP1B3 inhibitior + 0.9286 92.86%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9151 91.51%
P-glycoprotein inhibitior + 0.7563 75.63%
P-glycoprotein substrate + 0.6477 64.77%
CYP3A4 substrate + 0.6829 68.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8778 87.78%
CYP3A4 inhibition - 0.8141 81.41%
CYP2C9 inhibition - 0.5804 58.04%
CYP2C19 inhibition - 0.6607 66.07%
CYP2D6 inhibition - 0.8746 87.46%
CYP1A2 inhibition - 0.6008 60.08%
CYP2C8 inhibition + 0.7220 72.20%
CYP inhibitory promiscuity + 0.5430 54.30%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6143 61.43%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9126 91.26%
Skin irritation - 0.7733 77.33%
Skin corrosion - 0.9340 93.40%
Ames mutagenesis - 0.6237 62.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6448 64.48%
Micronuclear + 0.6900 69.00%
Hepatotoxicity - 0.5415 54.15%
skin sensitisation - 0.8248 82.48%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.4520 45.20%
Acute Oral Toxicity (c) III 0.5950 59.50%
Estrogen receptor binding + 0.7429 74.29%
Androgen receptor binding + 0.7341 73.41%
Thyroid receptor binding + 0.6819 68.19%
Glucocorticoid receptor binding + 0.7225 72.25%
Aromatase binding + 0.7178 71.78%
PPAR gamma + 0.6894 68.94%
Honey bee toxicity - 0.7348 73.48%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9458 94.58%

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
CHEMBL2581 P07339 Cathepsin D 98.24% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.17% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 95.93% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.59% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.36% 86.33%
CHEMBL4208 P20618 Proteasome component C5 87.31% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.91% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.66% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.58% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.39% 95.50%
CHEMBL5028 O14672 ADAM10 85.15% 97.50%
CHEMBL299 P17252 Protein kinase C alpha 84.77% 98.03%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.66% 94.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.50% 91.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.87% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.98% 97.14%
CHEMBL4794 Q8NER1 Vanilloid receptor 82.93% 98.97%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.85% 82.69%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.59% 89.34%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 80.96% 96.67%

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.
Shirakiopsis indica

Cross-Links

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PubChem 114977
LOTUS LTS0070968
wikiData Q27139925