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Phenylpyropene A

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 c5c78a8a-6cab-4fb0-8ff6-c90be5e461ca
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 1-hydroxysteroids
IUPAC Name [(1S,2S,5S,6R,7R,9S,10S,18R)-5,9-diacetyloxy-18-hydroxy-2,6,10-trimethyl-16-oxo-14-phenyl-11,15-dioxatetracyclo[8.8.0.02,7.012,17]octadeca-12(17),13-dien-6-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H38O10/c1-17(33)38-16-31(5)23-15-25(40-19(3)35)32(6)28(30(23,4)13-12-24(31)39-18(2)34)27(36)26-22(42-32)14-21(41-29(26)37)20-10-8-7-9-11-20/h7-11,14,23-25,27-28,36H,12-13,15-16H2,1-6H3/t23-,24+,25+,27+,28-,30+,31+,32-/m1/s1
InChI Key QHPKCPGUVVWHPW-QQJWEHFTSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C32H38O10
Molecular Weight 582.60 g/mol
Exact Mass 582.24649740 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 4.36
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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189564-20-3
[(1S,2S,5S,6R,7R,9S,10S,18R)-5,9-Diacetyloxy-18-hydroxy-2,6,10-trimethyl-16-oxo-14-phenyl-11,15-dioxatetracyclo[8.8.0.02,7.012,17]octadeca-12(17),13-dien-6-yl]methyl acetate
((1S,2S,5S,6R,7R,9S,10S,18R)-5,9-diacetyloxy-18-hydroxy-2,6,10-trimethyl-16-oxo-14-phenyl-11,15-dioxatetracyclo(8.8.0.02,7.012,17)octadeca-12(17),13-dien-6-yl)methyl acetate
RefChem:173107
(3S,4R,4aR,6S,6aS,12R,12aS,12bS)-3,6-bis(acetyloxy)-4-[(acetyloxy)methyl]-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-12-hydroxy-4,6a,12b-trimethyl-9-phenyl-2H,11H-naphtho[2,1-b]pyrano[3,4-e]pyran-11-one
orb1692670
CHEBI:220780
C32H38O10
HY-N10234
AKOS040755988
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Phenylpyropene A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9068 90.68%
Caco-2 - 0.7754 77.54%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8912 89.12%
OATP2B1 inhibitior - 0.8591 85.91%
OATP1B1 inhibitior + 0.8631 86.31%
OATP1B3 inhibitior - 0.2277 22.77%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9937 99.37%
P-glycoprotein inhibitior + 0.8351 83.51%
P-glycoprotein substrate - 0.6108 61.08%
CYP3A4 substrate + 0.7022 70.22%
CYP2C9 substrate - 0.5936 59.36%
CYP2D6 substrate - 0.8390 83.90%
CYP3A4 inhibition - 0.8417 84.17%
CYP2C9 inhibition - 0.8590 85.90%
CYP2C19 inhibition - 0.8853 88.53%
CYP2D6 inhibition - 0.9711 97.11%
CYP1A2 inhibition - 0.7320 73.20%
CYP2C8 inhibition + 0.7806 78.06%
CYP inhibitory promiscuity - 0.8438 84.38%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6727 67.27%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9040 90.40%
Skin irritation - 0.8110 81.10%
Skin corrosion - 0.9646 96.46%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8110 81.10%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.6544 65.44%
skin sensitisation - 0.9476 94.76%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.8026 80.26%
Acute Oral Toxicity (c) I 0.3668 36.68%
Estrogen receptor binding + 0.8490 84.90%
Androgen receptor binding + 0.7571 75.71%
Thyroid receptor binding + 0.6055 60.55%
Glucocorticoid receptor binding + 0.8047 80.47%
Aromatase binding + 0.7406 74.06%
PPAR gamma + 0.7792 77.92%
Honey bee toxicity - 0.7169 71.69%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9946 99.46%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.59% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.59% 86.33%
CHEMBL2581 P07339 Cathepsin D 96.40% 98.95%
CHEMBL4465 O75908 Acyl coenzyme A:cholesterol acyltransferase 2 95.40% 100.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 95.35% 94.62%
CHEMBL4040 P28482 MAP kinase ERK2 94.70% 83.82%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.72% 89.00%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 91.48% 91.65%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.92% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.39% 95.56%
CHEMBL5028 O14672 ADAM10 90.33% 97.50%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.89% 96.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.25% 97.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.51% 95.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.22% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.06% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 81.93% 91.19%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.77% 94.23%
CHEMBL221 P23219 Cyclooxygenase-1 80.94% 90.17%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.78% 97.28%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.59% 95.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.52% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.46% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.42% 99.17%

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.
There are no matching plants.

Cross-Links

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PubChem 11801392
LOTUS LTS0157543
wikiData Q105221070