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methyl 2-[(1R,2S,3S)-2-[(1S,5S,6R,7R,7aS)-6,7-diacetyloxy-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1H-inden-5-yl]-3-hydroxy-2,6,6-trimethyl-5-oxocyclohexyl]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 42767103-e810-45c8-a661-99f91bdf2005
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name methyl 2-[(1R,2S,3S)-2-[(1S,5S,6R,7R,7aS)-6,7-diacetyloxy-1-(furan-3-yl)-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1H-inden-5-yl]-3-hydroxy-2,6,6-trimethyl-5-oxocyclohexyl]acetate
SMILES (Canonical) CC(=O)OC1C(C(=C)C2=CCC(C2(C1OC(=O)C)C)C3=COC=C3)C4(C(CC(=O)C(C4CC(=O)OC)(C)C)O)C
SMILES (Isomeric) CC(=O)O[C@@H]1[C@@H](C(=C)C2=CC[C@H]([C@@]2([C@H]1OC(=O)C)C)C3=COC=C3)[C@]4([C@H](CC(=O)C([C@@H]4CC(=O)OC)(C)C)O)C
InChI InChI=1S/C31H40O9/c1-16-20-9-10-21(19-11-12-38-15-19)30(20,6)28(40-18(3)33)27(39-17(2)32)26(16)31(7)22(13-25(36)37-8)29(4,5)23(34)14-24(31)35/h9,11-12,15,21-22,24,26-28,35H,1,10,13-14H2,2-8H3/t21-,22-,24-,26+,27+,28-,30+,31+/m0/s1
InChI Key HJHDXULYGOVTPT-BZSYVMNXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H40O9
Molecular Weight 556.60 g/mol
Exact Mass 556.26723285 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 4.29
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9916 99.16%
Caco-2 - 0.7374 73.74%
Blood Brain Barrier + 0.9000 90.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7102 71.02%
OATP2B1 inhibitior - 0.7168 71.68%
OATP1B1 inhibitior - 0.4266 42.66%
OATP1B3 inhibitior - 0.4470 44.70%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9539 95.39%
P-glycoprotein inhibitior + 0.8099 80.99%
P-glycoprotein substrate + 0.6040 60.40%
CYP3A4 substrate + 0.6935 69.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8394 83.94%
CYP3A4 inhibition + 0.7375 73.75%
CYP2C9 inhibition - 0.6825 68.25%
CYP2C19 inhibition - 0.6644 66.44%
CYP2D6 inhibition - 0.8988 89.88%
CYP1A2 inhibition - 0.7588 75.88%
CYP2C8 inhibition + 0.7149 71.49%
CYP inhibitory promiscuity - 0.6352 63.52%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.4602 46.02%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9006 90.06%
Skin irritation - 0.6327 63.27%
Skin corrosion - 0.9363 93.63%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4688 46.88%
Micronuclear - 0.5800 58.00%
Hepatotoxicity + 0.7125 71.25%
skin sensitisation - 0.7615 76.15%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.8545 85.45%
Acute Oral Toxicity (c) I 0.4077 40.77%
Estrogen receptor binding + 0.7656 76.56%
Androgen receptor binding + 0.7058 70.58%
Thyroid receptor binding + 0.6358 63.58%
Glucocorticoid receptor binding + 0.7963 79.63%
Aromatase binding + 0.6103 61.03%
PPAR gamma + 0.7778 77.78%
Honey bee toxicity - 0.7790 77.90%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9944 99.44%

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 98.39% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.36% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.14% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.61% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.31% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.69% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.38% 94.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.14% 91.24%
CHEMBL4040 P28482 MAP kinase ERK2 85.86% 83.82%
CHEMBL340 P08684 Cytochrome P450 3A4 85.42% 91.19%
CHEMBL5028 O14672 ADAM10 84.35% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.22% 92.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.11% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.72% 99.23%
CHEMBL2996 Q05655 Protein kinase C delta 83.45% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.33% 95.56%
CHEMBL4208 P20618 Proteasome component C5 83.12% 90.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.46% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.19% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 80.10% 94.73%

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 21579220
LOTUS LTS0198474
wikiData Q105029253