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[(2S,4R,8R,9S,10R)-10-[(1R,3aS,7aR)-4,4,7a-trimethyl-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl]-2-acetyloxy-8-hydroxy-5,5-dimethyl-7-oxo-3,6-dioxatricyclo[6.3.0.04,11]undecan-9-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 5ad87bd9-cb86-45fd-81d6-6b71f7da56ec
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [(2S,4R,8R,9S,10R)-10-[(1R,3aS,7aR)-4,4,7a-trimethyl-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl]-2-acetyloxy-8-hydroxy-5,5-dimethyl-7-oxo-3,6-dioxatricyclo[6.3.0.04,11]undecan-9-yl] acetate
SMILES (Canonical) CC(=O)OC1C(C2C3C1(C(=O)OC(C2OC3OC(=O)C)(C)C)O)C4CCC5C4(CCCC5(C)C)C
SMILES (Isomeric) CC(=O)O[C@H]1[C@@H](C2[C@@H]3C(OC(=O)[C@]1(C2[C@@H](O3)OC(=O)C)O)(C)C)[C@H]4CC[C@@H]5[C@@]4(CCCC5(C)C)C
InChI InChI=1S/C27H40O8/c1-13(28)32-21-17(15-9-10-16-24(3,4)11-8-12-26(15,16)7)18-19-22(33-14(2)29)34-20(18)25(5,6)35-23(30)27(19,21)31/h15-22,31H,8-12H2,1-7H3/t15-,16+,17-,18?,19?,20-,21+,22-,26-,27-/m1/s1
InChI Key RRUJHQRWHLMBBI-RDFVAJMOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H40O8
Molecular Weight 492.60 g/mol
Exact Mass 492.27231823 g/mol
Topological Polar Surface Area (TPSA) 108.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 3.38
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,4R,8R,9S,10R)-10-[(1R,3aS,7aR)-4,4,7a-trimethyl-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl]-2-acetyloxy-8-hydroxy-5,5-dimethyl-7-oxo-3,6-dioxatricyclo[6.3.0.04,11]undecan-9-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 + 0.9698 96.98%
Caco-2 - 0.6421 64.21%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7539 75.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8868 88.68%
OATP1B3 inhibitior + 0.8495 84.95%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.5802 58.02%
P-glycoprotein inhibitior + 0.6449 64.49%
P-glycoprotein substrate - 0.8367 83.67%
CYP3A4 substrate + 0.6942 69.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8693 86.93%
CYP3A4 inhibition - 0.7160 71.60%
CYP2C9 inhibition - 0.7468 74.68%
CYP2C19 inhibition - 0.8280 82.80%
CYP2D6 inhibition - 0.9557 95.57%
CYP1A2 inhibition - 0.7869 78.69%
CYP2C8 inhibition + 0.4649 46.49%
CYP inhibitory promiscuity - 0.9661 96.61%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5924 59.24%
Eye corrosion - 0.9807 98.07%
Eye irritation - 0.8971 89.71%
Skin irritation - 0.6510 65.10%
Skin corrosion - 0.8567 85.67%
Ames mutagenesis - 0.5754 57.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5176 51.76%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.6765 67.65%
skin sensitisation - 0.8409 84.09%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity - 0.5000 50.00%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.8201 82.01%
Acute Oral Toxicity (c) III 0.4054 40.54%
Estrogen receptor binding + 0.7544 75.44%
Androgen receptor binding + 0.6550 65.50%
Thyroid receptor binding + 0.5187 51.87%
Glucocorticoid receptor binding + 0.7223 72.23%
Aromatase binding + 0.7069 70.69%
PPAR gamma + 0.6808 68.08%
Honey bee toxicity - 0.8039 80.39%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5550 55.50%
Fish aquatic toxicity + 0.9868 98.68%

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 96.09% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.79% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.08% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.03% 97.25%
CHEMBL2581 P07339 Cathepsin D 89.58% 98.95%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.01% 93.04%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 87.77% 81.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.43% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 87.31% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.87% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 85.71% 92.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.52% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.12% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.92% 92.94%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.84% 96.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.67% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.43% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.32% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.27% 93.00%
CHEMBL4370 P16662 UDP-glucuronosyltransferase 2B7 81.27% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.69% 89.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.16% 94.00%

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.
There are no matching plants.

Cross-Links

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PubChem 102457426
LOTUS LTS0005951
wikiData Q105244355