PlantaeDB Logo
Login Sign-up

(-)-Phleichrome

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 b4d5a03b-5d50-47ca-922d-8ed83039ce36
Taxonomy Benzenoids > Perylenequinones
IUPAC Name 4,9-dihydroxy-6,7-bis[(2S)-2-hydroxypropyl]-1,5,8,12-tetramethoxyperylene-3,10-dione
SMILES (Canonical) CC(CC1=C2C3=C(C(=C(C4=C3C(=C5C2=C(C(=O)C=C5OC)C(=C1OC)O)C(=CC4=O)OC)O)OC)CC(C)O)O
SMILES (Isomeric) C[C@@H](CC1=C2C3=C(C(=C(C4=C3C(=C5C2=C(C(=O)C=C5OC)C(=C1OC)O)C(=CC4=O)OC)O)OC)C[C@H](C)O)O
InChI InChI=1S/C30H30O10/c1-11(31)7-13-19-20-14(8-12(2)32)30(40-6)28(36)22-16(34)10-18(38-4)24(26(20)22)23-17(37-3)9-15(33)21(25(19)23)27(35)29(13)39-5/h9-12,31-32,35-36H,7-8H2,1-6H3/t11-,12-/m0/s1
InChI Key WJBHEYCJMSCKIP-RYUDHWBXSA-N
Popularity 10 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H30O10
Molecular Weight 550.60 g/mol
Exact Mass 550.18389715 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 3.19
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

Top
Phleichrome
HKX423Y3CK
56974-44-8
UNII-HKX423Y3CK
3,10-Perylenedione, 4,9-dihydroxy-1,12-bis(2-hydroxypropyl)-2,6,7,11-tetramethoxy-, stereoisomer
4,9-dihydroxy-6,7-bis[(2S)-2-hydroxypropyl]-1,5,8,12-tetramethoxyperylene-3,10-dione
Q27279974

2D Structure

Top
2D Structure of (-)-Phleichrome

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9729 97.29%
Caco-2 + 0.4942 49.42%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.6449 64.49%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior + 0.8363 83.63%
OATP1B3 inhibitior + 0.8569 85.69%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.7856 78.56%
P-glycoprotein inhibitior + 0.6609 66.09%
P-glycoprotein substrate - 0.8589 85.89%
CYP3A4 substrate - 0.5416 54.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8061 80.61%
CYP3A4 inhibition - 0.6717 67.17%
CYP2C9 inhibition - 0.6877 68.77%
CYP2C19 inhibition - 0.6001 60.01%
CYP2D6 inhibition - 0.6649 66.49%
CYP1A2 inhibition + 0.7442 74.42%
CYP2C8 inhibition - 0.7830 78.30%
CYP inhibitory promiscuity - 0.5282 52.82%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5911 59.11%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.7787 77.87%
Skin irritation - 0.8014 80.14%
Skin corrosion - 0.9578 95.78%
Ames mutagenesis - 0.6864 68.64%
Human Ether-a-go-go-Related Gene inhibition + 0.6652 66.52%
Micronuclear + 0.5500 55.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.8802 88.02%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8686 86.86%
Acute Oral Toxicity (c) III 0.4201 42.01%
Estrogen receptor binding + 0.7400 74.00%
Androgen receptor binding - 0.4818 48.18%
Thyroid receptor binding + 0.5225 52.25%
Glucocorticoid receptor binding + 0.7232 72.32%
Aromatase binding - 0.5385 53.85%
PPAR gamma + 0.7275 72.75%
Honey bee toxicity - 0.9028 90.28%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.7700 77.00%
Fish aquatic toxicity + 0.9699 96.99%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.98% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.88% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.85% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.77% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.46% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.05% 95.56%
CHEMBL1255126 O15151 Protein Mdm4 87.93% 90.20%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.45% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.13% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.68% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.04% 86.33%
CHEMBL2535 P11166 Glucose transporter 84.96% 98.75%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.84% 89.34%
CHEMBL4040 P28482 MAP kinase ERK2 83.57% 83.82%
CHEMBL4208 P20618 Proteasome component C5 83.01% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.76% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.65% 96.00%

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.
There are no matching plants.

Cross-Links

Top
PubChem 10973651
LOTUS LTS0070202
wikiData Q105306666