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[(1R,2R,3R,4aR,5R,8S,8aR)-5-[(3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,8-tetrahydro-2H-naphthalene-1,2'-oxirane]-2-yl] 2-acetyloxy-2-methylpropanoate

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 6975fca2-2f43-4a79-a8ee-ea02cea7a30a
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name [(1R,2R,3R,4aR,5R,8S,8aR)-5-[(3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,8-tetrahydro-2H-naphthalene-1,2'-oxirane]-2-yl] 2-acetyloxy-2-methylpropanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H40O12/c1-15-10-23(39-17(3)32)29(13-37-16(2)31)21(28(15,7)22-11-19-8-9-36-25(19)40-22)12-20(34)24(30(29)14-38-30)41-26(35)27(5,6)42-18(4)33/h8-10,19-25,34H,11-14H2,1-7H3/t19-,20-,21-,22+,23+,24-,25+,28+,29+,30-/m1/s1
InChI Key ZUSMZSMVDGGWAL-IAKVTCOKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H40O12
Molecular Weight 592.60 g/mol
Exact Mass 592.25197671 g/mol
Topological Polar Surface Area (TPSA) 156.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.11
H-Bond Acceptor 12
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,3R,4aR,5R,8S,8aR)-5-[(3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,8-tetrahydro-2H-naphthalene-1,2'-oxirane]-2-yl] 2-acetyloxy-2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9770 97.70%
Caco-2 - 0.7859 78.59%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8336 83.36%
OATP2B1 inhibitior - 0.7223 72.23%
OATP1B1 inhibitior + 0.8354 83.54%
OATP1B3 inhibitior + 0.9076 90.76%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9797 97.97%
P-glycoprotein inhibitior + 0.8154 81.54%
P-glycoprotein substrate + 0.7038 70.38%
CYP3A4 substrate + 0.7270 72.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8643 86.43%
CYP3A4 inhibition - 0.7236 72.36%
CYP2C9 inhibition - 0.7592 75.92%
CYP2C19 inhibition - 0.7869 78.69%
CYP2D6 inhibition - 0.9338 93.38%
CYP1A2 inhibition - 0.8991 89.91%
CYP2C8 inhibition + 0.6846 68.46%
CYP inhibitory promiscuity - 0.8153 81.53%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4764 47.64%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9137 91.37%
Skin irritation - 0.6319 63.19%
Skin corrosion - 0.9386 93.86%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3987 39.87%
Micronuclear - 0.5500 55.00%
Hepatotoxicity - 0.6569 65.69%
skin sensitisation - 0.7771 77.71%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.7109 71.09%
Acute Oral Toxicity (c) I 0.7309 73.09%
Estrogen receptor binding + 0.7862 78.62%
Androgen receptor binding + 0.7266 72.66%
Thyroid receptor binding + 0.5389 53.89%
Glucocorticoid receptor binding + 0.7433 74.33%
Aromatase binding + 0.7018 70.18%
PPAR gamma + 0.7020 70.20%
Honey bee toxicity - 0.7034 70.34%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9877 98.77%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.22% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.84% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.77% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.95% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.95% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.43% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.52% 86.33%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 89.18% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.04% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 87.91% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.17% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 87.09% 91.19%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.81% 97.21%
CHEMBL5028 O14672 ADAM10 86.49% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.97% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.30% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.22% 94.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.85% 94.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.83% 96.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.42% 97.14%

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.
Clerodendrum trichotomum

Cross-Links

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PubChem 100952229
LOTUS LTS0163473
wikiData Q105384096