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Spirodihydrobenzofuranlactam III

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 febfe76b-75fb-4dbd-a00f-09f3ad3d0a24
Taxonomy Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones
IUPAC Name 5-(3,4'-dihydroxy-4,4,7,8a-tetramethyl-7'-oxospiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3,5-dihydrofuro[2,3-f]isoindole]-6'-yl)pentanoic acid
SMILES (Canonical) CC1CCC2C(C(CCC2(C13CC4=C(O3)C=C5C(=C4O)CN(C5=O)CCCCC(=O)O)C)O)(C)C
SMILES (Isomeric) CC1CCC2C(C(CCC2(C13CC4=C(O3)C=C5C(=C4O)CN(C5=O)CCCCC(=O)O)C)O)(C)C
InChI InChI=1S/C28H39NO6/c1-16-8-9-21-26(2,3)22(30)10-11-27(21,4)28(16)14-18-20(35-28)13-17-19(24(18)33)15-29(25(17)34)12-6-5-7-23(31)32/h13,16,21-22,30,33H,5-12,14-15H2,1-4H3,(H,31,32)
InChI Key YXXJZDHHJXYRMR-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H39NO6
Molecular Weight 485.60 g/mol
Exact Mass 485.27773796 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.51
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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5-(3,4'-dihydroxy-4,4,7,8a-tetramethyl-7'-oxospiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3,5-dihydrofuro[2,3-f]isoindole]-6'-yl)pentanoic acid
5-(3,4'-dihydroxy-4,4,7,8a-tetramethyl-7'-oxospiro(2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3,5-dihydrofuro(2,3-f)isoindole)-6'-yl)pentanoic acid
5-(4,6'-dihydroxy-2',5',5',8'a-tetramethyl-7-oxo-3,3',4',4'a,5,5',6,6',7,7',8',8'a-dodecahydro-2'H-spiro(furo(2,3-F)isoindole-2,1'-naphthalene)-6-yl)pentanoate
5-{4,6'-dihydroxy-2',5',5',8'a-tetramethyl-7-oxo-3,3',4',4'a,5,5',6,6',7,7',8',8'a-dodecahydro-2'H-spiro[furo[2,3-F]isoindole-2,1'-naphthalene]-6-yl}pentanoate
RefChem:184847
CHEBI:209357
5-(2',4-dihydroxy-1',1',4'a,6'-tetramethyl-7-oxo-spiro[3,5-dihydrofuro[2,3-f]isoindole-2,5'-decalin]-6-yl)pentanoic acid
5-(3,4'-dihydroxy-4,4,7,8a-tetramethyl-7'-oxospiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3,5-dihydrouro[2,3-]isoindole]-6'-yl)pentanoic acid

2D Structure

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2D Structure of Spirodihydrobenzofuranlactam III

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9477 94.77%
Caco-2 - 0.5641 56.41%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.5042 50.42%
OATP2B1 inhibitior - 0.7128 71.28%
OATP1B1 inhibitior + 0.8201 82.01%
OATP1B3 inhibitior + 0.9200 92.00%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7930 79.30%
P-glycoprotein inhibitior + 0.5736 57.36%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6992 69.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8327 83.27%
CYP3A4 inhibition + 0.6521 65.21%
CYP2C9 inhibition - 0.8429 84.29%
CYP2C19 inhibition - 0.6136 61.36%
CYP2D6 inhibition - 0.9232 92.32%
CYP1A2 inhibition - 0.9076 90.76%
CYP2C8 inhibition + 0.5488 54.88%
CYP inhibitory promiscuity - 0.8991 89.91%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.5022 50.22%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9258 92.58%
Skin irritation - 0.8232 82.32%
Skin corrosion - 0.9369 93.69%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3941 39.41%
Micronuclear + 0.6400 64.00%
Hepatotoxicity - 0.5483 54.83%
skin sensitisation - 0.8819 88.19%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.8932 89.32%
Acute Oral Toxicity (c) III 0.6272 62.72%
Estrogen receptor binding + 0.7594 75.94%
Androgen receptor binding + 0.6922 69.22%
Thyroid receptor binding + 0.5471 54.71%
Glucocorticoid receptor binding + 0.7964 79.64%
Aromatase binding + 0.7998 79.98%
PPAR gamma + 0.5542 55.42%
Honey bee toxicity - 0.8615 86.15%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9693 96.93%

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 98.68% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.67% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.64% 96.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.66% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.76% 95.56%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 90.84% 93.40%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.49% 89.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 90.30% 95.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.04% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.58% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.00% 97.25%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 86.57% 90.24%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.01% 99.17%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.36% 91.71%
CHEMBL5255 O00206 Toll-like receptor 4 84.16% 92.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.94% 93.00%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 83.84% 86.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.60% 82.38%
CHEMBL4330 Q9NS75 Cysteinyl leukotriene receptor 2 81.24% 98.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.14% 95.89%

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 469817
LOTUS LTS0088984
wikiData Q77518521