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3-hydroxy-4,4,7,8a-tetramethyl-4'-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-7,8-dihydro-3H-furo[2,3-e]isoindole]-6'-one

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 b06f21bd-103f-4562-b648-98e5c57e0094
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 3-hydroxy-4,4,7,8a-tetramethyl-4'-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-7,8-dihydro-3H-furo[2,3-e]isoindole]-6'-one
SMILES (Canonical) CC1CCC2C(C(CCC2(C13CC4=C(C=C5C(=C4O3)CNC5=O)OC6C(C(C(C(O6)CO)O)O)O)C)O)(C)C
SMILES (Isomeric) CC1CCC2C(C(CCC2(C13CC4=C(C=C5C(=C4O3)CNC5=O)OC6C(C(C(C(O6)CO)O)O)O)C)O)(C)C
InChI InChI=1S/C29H41NO9/c1-13-5-6-19-27(2,3)20(32)7-8-28(19,4)29(13)10-15-17(9-14-16(24(15)39-29)11-30-25(14)36)37-26-23(35)22(34)21(33)18(12-31)38-26/h9,13,18-23,26,31-35H,5-8,10-12H2,1-4H3,(H,30,36)
InChI Key MRDTZTOWXPWUHM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H41NO9
Molecular Weight 547.60 g/mol
Exact Mass 547.27813189 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.02
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-hydroxy-4,4,7,8a-tetramethyl-4'-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-7,8-dihydro-3H-furo[2,3-e]isoindole]-6'-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8171 81.71%
Caco-2 - 0.8405 84.05%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6497 64.97%
OATP2B1 inhibitior - 0.7113 71.13%
OATP1B1 inhibitior + 0.8681 86.81%
OATP1B3 inhibitior + 0.9305 93.05%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.5259 52.59%
P-glycoprotein inhibitior - 0.4509 45.09%
P-glycoprotein substrate - 0.5366 53.66%
CYP3A4 substrate + 0.6870 68.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8614 86.14%
CYP3A4 inhibition - 0.7895 78.95%
CYP2C9 inhibition - 0.8835 88.35%
CYP2C19 inhibition - 0.8557 85.57%
CYP2D6 inhibition - 0.8829 88.29%
CYP1A2 inhibition - 0.8182 81.82%
CYP2C8 inhibition + 0.5756 57.56%
CYP inhibitory promiscuity - 0.7999 79.99%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5985 59.85%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9373 93.73%
Skin irritation - 0.7631 76.31%
Skin corrosion - 0.9386 93.86%
Ames mutagenesis - 0.6170 61.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7105 71.05%
Micronuclear + 0.6200 62.00%
Hepatotoxicity - 0.7138 71.38%
skin sensitisation - 0.8624 86.24%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7451 74.51%
Acute Oral Toxicity (c) III 0.6467 64.67%
Estrogen receptor binding + 0.7430 74.30%
Androgen receptor binding + 0.7022 70.22%
Thyroid receptor binding + 0.5188 51.88%
Glucocorticoid receptor binding + 0.7515 75.15%
Aromatase binding + 0.7390 73.90%
PPAR gamma + 0.6315 63.15%
Honey bee toxicity - 0.7272 72.72%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5599 55.99%
Fish aquatic toxicity + 0.8746 87.46%

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 98.65% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.76% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.05% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.34% 97.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 93.45% 96.21%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.66% 96.77%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.34% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.88% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.10% 92.94%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 88.65% 91.03%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.03% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.90% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.82% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.65% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.61% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.51% 94.45%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 85.26% 95.64%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 84.14% 88.84%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.84% 92.88%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.26% 95.83%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 81.80% 95.53%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.24% 91.24%
CHEMBL1937 Q92769 Histone deacetylase 2 80.90% 94.75%

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 163064481
LOTUS LTS0115027
wikiData Q104171996