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methyl 2-[(1R,2S)-2-[(1R,5R,6R,7R,7aS)-6-acetyloxy-7-hydroxy-7a-methyl-4-methylidene-1-(5-oxo-2H-furan-4-yl)-2,5,6,7-tetrahydro-1H-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate

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 3685a457-4797-4388-bac6-ec63f7ce1480
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name methyl 2-[(1R,2S)-2-[(1R,5R,6R,7R,7aS)-6-acetyloxy-7-hydroxy-7a-methyl-4-methylidene-1-(5-oxo-2H-furan-4-yl)-2,5,6,7-tetrahydro-1H-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate
SMILES (Canonical) CC(=O)OC1C(C(=C)C2=CCC(C2(C1O)C)C3=CCOC3=O)C4(C=CC(=O)C(C4CC(=O)OC)(C)C)C
SMILES (Isomeric) CC(=O)O[C@@H]1[C@@H](C(=C)C2=CC[C@H]([C@@]2([C@H]1O)C)C3=CCOC3=O)[C@]4(C=CC(=O)C([C@@H]4CC(=O)OC)(C)C)C
InChI InChI=1S/C29H36O8/c1-15-18-8-9-19(17-11-13-36-26(17)34)29(18,6)25(33)24(37-16(2)30)23(15)28(5)12-10-21(31)27(3,4)20(28)14-22(32)35-7/h8,10-12,19-20,23-25,33H,1,9,13-14H2,2-7H3/t19-,20-,23+,24+,25-,28-,29+/m0/s1
InChI Key STNAPRSONZCDSL-HJUXBERBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H36O8
Molecular Weight 512.60 g/mol
Exact Mass 512.24101810 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.25
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1R,2S)-2-[(1R,5R,6R,7R,7aS)-6-acetyloxy-7-hydroxy-7a-methyl-4-methylidene-1-(5-oxo-2H-furan-4-yl)-2,5,6,7-tetrahydro-1H-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9856 98.56%
Caco-2 - 0.7014 70.14%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8521 85.21%
OATP2B1 inhibitior - 0.7145 71.45%
OATP1B1 inhibitior + 0.7638 76.38%
OATP1B3 inhibitior - 0.2547 25.47%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9856 98.56%
P-glycoprotein inhibitior + 0.8101 81.01%
P-glycoprotein substrate + 0.6443 64.43%
CYP3A4 substrate + 0.7104 71.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9131 91.31%
CYP3A4 inhibition - 0.5172 51.72%
CYP2C9 inhibition - 0.6716 67.16%
CYP2C19 inhibition - 0.7523 75.23%
CYP2D6 inhibition - 0.9233 92.33%
CYP1A2 inhibition - 0.7641 76.41%
CYP2C8 inhibition + 0.5794 57.94%
CYP inhibitory promiscuity - 0.6192 61.92%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5756 57.56%
Eye corrosion - 0.9859 98.59%
Eye irritation - 0.9330 93.30%
Skin irritation - 0.6423 64.23%
Skin corrosion - 0.9386 93.86%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4731 47.31%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5824 58.24%
skin sensitisation - 0.7784 77.84%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.7368 73.68%
Acute Oral Toxicity (c) III 0.5844 58.44%
Estrogen receptor binding + 0.6910 69.10%
Androgen receptor binding + 0.7032 70.32%
Thyroid receptor binding + 0.5637 56.37%
Glucocorticoid receptor binding + 0.8413 84.13%
Aromatase binding + 0.5889 58.89%
PPAR gamma + 0.7320 73.20%
Honey bee toxicity - 0.7121 71.21%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9900 99.00%

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%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.04% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.43% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.62% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.84% 98.95%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 89.19% 94.80%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.72% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.87% 86.33%
CHEMBL4208 P20618 Proteasome component C5 86.42% 90.00%
CHEMBL5028 O14672 ADAM10 85.78% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.77% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.76% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.16% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.01% 91.07%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.58% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.16% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.04% 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.
Turraea heterophylla

Cross-Links

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PubChem 12150037
LOTUS LTS0165403
wikiData Q105260414