Phaeophorbide b

Details

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Internal ID 26f3ba53-3d76-4ad1-91fb-e294296391a4
Taxonomy Organoheterocyclic compounds > Tetrapyrroles and derivatives
IUPAC Name 3-[(12Z)-16-ethenyl-11-ethyl-12-(hydroxymethylidene)-3-methoxycarbonyl-17,21,26-trimethyl-4-oxo-7,23,24,25-tetrazahexacyclo[18.2.1.15,8.110,13.115,18.02,6]hexacosa-1,5(26),6,8,10,13(25),14,16,18(24),19-decaen-22-yl]propanoic acid
SMILES (Canonical) CCC1=C2C=C3C(=C4C(=O)C(C(=C5C(C(C(=CC6=NC(=CC(=N2)C1=CO)C(=C6C)C=C)N5)C)CCC(=O)O)C4=N3)C(=O)OC)C
SMILES (Isomeric) CCC\1=C2C=C3C(=C4C(=O)C(C(=C5C(C(C(=CC6=NC(=CC(=N2)/C1=C\O)C(=C6C)C=C)N5)C)CCC(=O)O)C4=N3)C(=O)OC)C
InChI InChI=1S/C35H34N4O6/c1-7-18-15(3)22-11-23-16(4)20(9-10-28(41)42)32(38-23)30-31(35(44)45-6)34(43)29-17(5)24(39-33(29)30)12-26-19(8-2)21(14-40)27(37-26)13-25(18)36-22/h7,11-14,16,20,31,38,40H,1,8-10H2,2-6H3,(H,41,42)/b21-14-,23-11?,24-12?,25-13?,32-30?
InChI Key KZTYPOGXRFTJBN-QUPJTARXSA-N
Popularity 11 references in papers

Physical and Chemical Properties

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Molecular Formula C35H34N4O6
Molecular Weight 606.70 g/mol
Exact Mass 606.24783482 g/mol
Topological Polar Surface Area (TPSA) 150.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 5.29
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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Pheophorbide b
CHEBI:169157
3-[(12Z)-16-ethenyl-11-ethyl-12-(hydroxymethylidene)-3-methoxycarbonyl-17,21,26-trimethyl-4-oxo-7,23,24,25-tetrazahexacyclo[18.2.1.15,8.110,13.115,18.02,6]hexacosa-1,5(26),6,8,10,13(25),14,16,18(24),19-decaen-22-yl]propanoic acid

2D Structure

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2D Structure of Phaeophorbide b

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9438 94.38%
Caco-2 - 0.8259 82.59%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6855 68.55%
OATP2B1 inhibitior - 0.5684 56.84%
OATP1B1 inhibitior + 0.8188 81.88%
OATP1B3 inhibitior + 0.9207 92.07%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9625 96.25%
P-glycoprotein inhibitior + 0.7793 77.93%
P-glycoprotein substrate + 0.7049 70.49%
CYP3A4 substrate + 0.7192 71.92%
CYP2C9 substrate - 0.7935 79.35%
CYP2D6 substrate - 0.8653 86.53%
CYP3A4 inhibition - 0.7834 78.34%
CYP2C9 inhibition - 0.5819 58.19%
CYP2C19 inhibition - 0.7693 76.93%
CYP2D6 inhibition - 0.8460 84.60%
CYP1A2 inhibition - 0.5000 50.00%
CYP2C8 inhibition + 0.7045 70.45%
CYP inhibitory promiscuity - 0.7299 72.99%
UGT catelyzed - 0.5841 58.41%
Carcinogenicity (binary) - 0.9025 90.25%
Carcinogenicity (trinary) Non-required 0.4707 47.07%
Eye corrosion - 0.9818 98.18%
Eye irritation - 0.9282 92.82%
Skin irritation - 0.7414 74.14%
Skin corrosion - 0.9097 90.97%
Ames mutagenesis - 0.6062 60.62%
Human Ether-a-go-go-Related Gene inhibition + 0.6767 67.67%
Micronuclear + 0.6800 68.00%
Hepatotoxicity + 0.6432 64.32%
skin sensitisation - 0.8306 83.06%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.8006 80.06%
Acute Oral Toxicity (c) III 0.5223 52.23%
Estrogen receptor binding + 0.8069 80.69%
Androgen receptor binding + 0.7899 78.99%
Thyroid receptor binding + 0.6050 60.50%
Glucocorticoid receptor binding + 0.7267 72.67%
Aromatase binding + 0.6711 67.11%
PPAR gamma + 0.6962 69.62%
Honey bee toxicity - 0.7245 72.45%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.7960 79.60%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.25% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.23% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.24% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.12% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 95.65% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.62% 91.11%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.21% 91.24%
CHEMBL230 P35354 Cyclooxygenase-2 88.88% 89.63%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.03% 99.17%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.50% 96.90%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.07% 93.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.81% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.77% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.44% 96.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 83.22% 95.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.81% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.08% 90.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.70% 97.25%
CHEMBL202 P00374 Dihydrofolate reductase 80.22% 89.92%

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.
Ginkgo biloba

Cross-Links

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PubChem 135770374
LOTUS LTS0074184
wikiData Q104253073