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[(1S,2R,7R,8S,9R,10R)-4,4,7,8-tetramethyl-11-oxo-10-tricyclo[5.4.0.02,9]undecanyl] (2S,3S,4S,5R,6S)-6-(3,5-dihydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylate

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 649ce00d-1de7-4f44-96ab-da3463248889
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(1S,2R,7R,8S,9R,10R)-4,4,7,8-tetramethyl-11-oxo-10-tricyclo[5.4.0.02,9]undecanyl] (2S,3S,4S,5R,6S)-6-(3,5-dihydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylate
SMILES (Canonical) CC1C2C3CC(CCC1(C3C(=O)C2OC(=O)C4C(C(C(C(O4)OC5=CC(=CC(=C5)O)O)O)O)O)C)(C)C
SMILES (Isomeric) C[C@H]1[C@H]2[C@H]3CC(CC[C@]1([C@H]3C(=O)[C@@H]2OC(=O)[C@@H]4[C@H]([C@@H]([C@H]([C@@H](O4)OC5=CC(=CC(=C5)O)O)O)O)O)C)(C)C
InChI InChI=1S/C27H36O10/c1-11-16-15-10-26(2,3)5-6-27(11,4)17(15)18(30)22(16)36-24(34)23-20(32)19(31)21(33)25(37-23)35-14-8-12(28)7-13(29)9-14/h7-9,11,15-17,19-23,25,28-29,31-33H,5-6,10H2,1-4H3/t11-,15+,16-,17+,19-,20-,21+,22+,23-,25+,27+/m0/s1
InChI Key VNOKNARUVZBJAJ-IDDGQWBCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H36O10
Molecular Weight 520.60 g/mol
Exact Mass 520.23084734 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 1.49
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,7R,8S,9R,10R)-4,4,7,8-tetramethyl-11-oxo-10-tricyclo[5.4.0.02,9]undecanyl] (2S,3S,4S,5R,6S)-6-(3,5-dihydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8552 85.52%
Caco-2 - 0.8716 87.16%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6933 69.33%
OATP2B1 inhibitior - 0.8613 86.13%
OATP1B1 inhibitior + 0.8718 87.18%
OATP1B3 inhibitior + 0.9330 93.30%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.8236 82.36%
P-glycoprotein inhibitior - 0.4557 45.57%
P-glycoprotein substrate - 0.7314 73.14%
CYP3A4 substrate + 0.7032 70.32%
CYP2C9 substrate - 0.8002 80.02%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.7562 75.62%
CYP2C9 inhibition - 0.7951 79.51%
CYP2C19 inhibition - 0.7805 78.05%
CYP2D6 inhibition - 0.9376 93.76%
CYP1A2 inhibition - 0.6362 63.62%
CYP2C8 inhibition + 0.5788 57.88%
CYP inhibitory promiscuity - 0.9469 94.69%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6978 69.78%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9202 92.02%
Skin irritation - 0.6725 67.25%
Skin corrosion - 0.9094 90.94%
Ames mutagenesis - 0.6820 68.20%
Human Ether-a-go-go-Related Gene inhibition + 0.6827 68.27%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7282 72.82%
skin sensitisation - 0.8591 85.91%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.4649 46.49%
Acute Oral Toxicity (c) III 0.4534 45.34%
Estrogen receptor binding + 0.7634 76.34%
Androgen receptor binding + 0.5931 59.31%
Thyroid receptor binding + 0.5524 55.24%
Glucocorticoid receptor binding + 0.7548 75.48%
Aromatase binding + 0.6933 69.33%
PPAR gamma + 0.6207 62.07%
Honey bee toxicity - 0.6976 69.76%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9956 99.56%

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 98.78% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.16% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.89% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.18% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.93% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.94% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.57% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.02% 91.07%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 88.16% 94.80%
CHEMBL3401 O75469 Pregnane X receptor 87.41% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.41% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.24% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.15% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.84% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.67% 99.23%
CHEMBL2243 O00519 Anandamide amidohydrolase 83.34% 97.53%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.59% 96.38%

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 162962870
LOTUS LTS0171602
wikiData Q105289786