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4',9,9'-trihydroxy-6'-methoxy-3-[(1E,3E)-penta-1,3-dienyl]spiro[6,7-dihydro-2H-cyclopenta[g]isoquinoline-8,2'-cyclopenta[g]naphthalene]-1,1',3',5',8'-pentone

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 5ffe324b-c606-4632-8602-09b613b1a076
Taxonomy Benzenoids > Indanes > Indanones > Indanediones
IUPAC Name 4',9,9'-trihydroxy-6'-methoxy-3-[(1E,3E)-penta-1,3-dienyl]spiro[6,7-dihydro-2H-cyclopenta[g]isoquinoline-8,2'-cyclopenta[g]naphthalene]-1,1',3',5',8'-pentone
SMILES (Canonical) CC=CC=CC1=CC2=CC3=C(C(=C2C(=O)N1)O)C4(CC3)C(=O)C5=C(C6=C(C(=C5C4=O)O)C(=O)C(=CC6=O)OC)O
SMILES (Isomeric) C/C=C/C=C/C1=CC2=CC3=C(C(=C2C(=O)N1)O)C4(CC3)C(=O)C5=C(C6=C(C(=C5C4=O)O)C(=O)C(=CC6=O)OC)O
InChI InChI=1S/C30H21NO9/c1-3-4-5-6-14-10-13-9-12-7-8-30(22(12)26(36)17(13)29(39)31-14)27(37)20-21(28(30)38)25(35)19-18(24(20)34)15(32)11-16(40-2)23(19)33/h3-6,9-11,34-36H,7-8H2,1-2H3,(H,31,39)/b4-3+,6-5+
InChI Key BZONSJUONOFNNP-VNKDHWASSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H21NO9
Molecular Weight 539.50 g/mol
Exact Mass 539.12163125 g/mol
Topological Polar Surface Area (TPSA) 167.00 Ų
XlogP 4.70
Atomic LogP (AlogP) 3.41
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4',9,9'-trihydroxy-6'-methoxy-3-[(1E,3E)-penta-1,3-dienyl]spiro[6,7-dihydro-2H-cyclopenta[g]isoquinoline-8,2'-cyclopenta[g]naphthalene]-1,1',3',5',8'-pentone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9366 93.66%
Caco-2 - 0.8826 88.26%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.6923 69.23%
OATP2B1 inhibitior - 0.5716 57.16%
OATP1B1 inhibitior + 0.8513 85.13%
OATP1B3 inhibitior + 0.9563 95.63%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8072 80.72%
BSEP inhibitior + 0.9548 95.48%
P-glycoprotein inhibitior + 0.6927 69.27%
P-glycoprotein substrate - 0.5481 54.81%
CYP3A4 substrate + 0.6565 65.65%
CYP2C9 substrate + 0.6060 60.60%
CYP2D6 substrate - 0.8714 87.14%
CYP3A4 inhibition - 0.8920 89.20%
CYP2C9 inhibition - 0.7307 73.07%
CYP2C19 inhibition - 0.7058 70.58%
CYP2D6 inhibition - 0.8653 86.53%
CYP1A2 inhibition + 0.5733 57.33%
CYP2C8 inhibition + 0.6451 64.51%
CYP inhibitory promiscuity + 0.5876 58.76%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5116 51.16%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9081 90.81%
Skin irritation - 0.8165 81.65%
Skin corrosion - 0.9401 94.01%
Ames mutagenesis + 0.5046 50.46%
Human Ether-a-go-go-Related Gene inhibition + 0.6508 65.08%
Micronuclear + 0.6800 68.00%
Hepatotoxicity + 0.5585 55.85%
skin sensitisation - 0.8824 88.24%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.4772 47.72%
Acute Oral Toxicity (c) III 0.4648 46.48%
Estrogen receptor binding + 0.7981 79.81%
Androgen receptor binding + 0.6996 69.96%
Thyroid receptor binding + 0.5254 52.54%
Glucocorticoid receptor binding + 0.7822 78.22%
Aromatase binding + 0.5696 56.96%
PPAR gamma + 0.7366 73.66%
Honey bee toxicity - 0.7471 74.71%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.6945 69.45%

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 98.85% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.35% 94.45%
CHEMBL3192 Q9BY41 Histone deacetylase 8 96.99% 93.99%
CHEMBL1937 Q92769 Histone deacetylase 2 96.77% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.84% 95.56%
CHEMBL230 P35354 Cyclooxygenase-2 94.04% 89.63%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.40% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.29% 92.94%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 92.25% 91.03%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.93% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.66% 96.09%
CHEMBL284 P27487 Dipeptidyl peptidase IV 91.63% 95.69%
CHEMBL2535 P11166 Glucose transporter 91.63% 98.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.13% 94.00%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 90.08% 92.68%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 90.04% 93.40%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.20% 99.23%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 89.13% 91.71%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 88.95% 91.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.45% 89.00%
CHEMBL2708 Q16584 Mitogen-activated protein kinase kinase kinase 11 86.81% 81.14%
CHEMBL2581 P07339 Cathepsin D 86.17% 98.95%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 84.04% 98.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.89% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.24% 97.09%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 82.09% 96.67%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.24% 90.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.20% 91.07%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.83% 89.34%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 5384075
LOTUS LTS0273164
wikiData Q104950603