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3,4'-dihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde

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 328bff70-d2e5-4a29-9d06-9ee1129aed3b
Taxonomy Organoheterocyclic compounds > Benzofurans
IUPAC Name 3,4'-dihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde
SMILES (Canonical) CC1CCC2C(C(CCC2(C13CC4=C(C=C(C(=C4O3)C=O)C=O)O)C)O)(C)C
SMILES (Isomeric) CC1CCC2C(C(CCC2(C13CC4=C(C=C(C(=C4O3)C=O)C=O)O)C)O)(C)C
InChI InChI=1S/C23H30O5/c1-13-5-6-18-21(2,3)19(27)7-8-22(18,4)23(13)10-15-17(26)9-14(11-24)16(12-25)20(15)28-23/h9,11-13,18-19,26-27H,5-8,10H2,1-4H3
InChI Key WIGGVNIABVHHCS-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C23H30O5
Molecular Weight 386.50 g/mol
Exact Mass 386.20932405 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.92
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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Stachybotrydial
3,4'-dihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde
Mer-NF5003F
Mer NF5003F
ATCC 20928 factor A
NF 5003F
DTXSID40933686
4,6'-Dihydroxy-2',5',5',8'a-tetramethyl-3',4',4'a,5',6',7',8',8'a-octahydro-2'H,3H-spiro[1-benzofuran-2,1'-naphthalene]-6,7-dicarbaldehyde
Spiro(benzofuran-2(3H),1'(2'H)-naphthalene)-6,7-dicarboxaldehyde, 3',4',4'a,5',6',7',8',8'a-octahydro-4,6'-dihydroxy-2',5',5',8'a-tetramethyl-, (1'R-(1'alpha,2'alpha,4'aalpha,6'aalpha,8'aalpha))-

2D Structure

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2D Structure of 3,4'-dihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9949 99.49%
Caco-2 + 0.6945 69.45%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8371 83.71%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8194 81.94%
OATP1B3 inhibitior + 0.8794 87.94%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7071 70.71%
BSEP inhibitior + 0.5517 55.17%
P-glycoprotein inhibitior - 0.5080 50.80%
P-glycoprotein substrate - 0.7219 72.19%
CYP3A4 substrate + 0.6408 64.08%
CYP2C9 substrate - 0.7936 79.36%
CYP2D6 substrate - 0.7402 74.02%
CYP3A4 inhibition - 0.6881 68.81%
CYP2C9 inhibition - 0.7795 77.95%
CYP2C19 inhibition - 0.8610 86.10%
CYP2D6 inhibition - 0.9444 94.44%
CYP1A2 inhibition + 0.6434 64.34%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.8999 89.99%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.5656 56.56%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.8924 89.24%
Skin irritation - 0.6301 63.01%
Skin corrosion - 0.9081 90.81%
Ames mutagenesis - 0.5408 54.08%
Human Ether-a-go-go-Related Gene inhibition + 0.6900 69.00%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8669 86.69%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.6250 62.50%
Acute Oral Toxicity (c) III 0.3485 34.85%
Estrogen receptor binding + 0.9055 90.55%
Androgen receptor binding + 0.7008 70.08%
Thyroid receptor binding + 0.6271 62.71%
Glucocorticoid receptor binding + 0.8440 84.40%
Aromatase binding + 0.7834 78.34%
PPAR gamma + 0.6573 65.73%
Honey bee toxicity - 0.7720 77.20%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9945 99.45%

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
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 97.03% 98.11%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.91% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.89% 95.56%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 95.83% 93.40%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.78% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 92.63% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.22% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.32% 92.94%
CHEMBL2581 P07339 Cathepsin D 89.42% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.25% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.63% 89.00%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 86.10% 88.84%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 86.00% 85.11%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.86% 92.88%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.59% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.16% 91.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.25% 97.09%

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 3035835
LOTUS LTS0011610
wikiData Q82909517