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methyl (1S,2S,4S,7R,9S,10S,11S,13R)-4-(furan-3-yl)-2,10-dimethyl-6-oxo-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,12-dioxatetracyclo[8.5.0.02,7.011,13]pentadecane-11-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 b2ab9ff2-ed08-45da-b9aa-58ca692a5a04
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name methyl (1S,2S,4S,7R,9S,10S,11S,13R)-4-(furan-3-yl)-2,10-dimethyl-6-oxo-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,12-dioxatetracyclo[8.5.0.02,7.011,13]pentadecane-11-carboxylate
SMILES (Canonical) CC12CC(OC(=O)C1CC(C3(C2CCC4C3(O4)C(=O)OC)C)OC5C(C(C(C(O5)CO)O)O)O)C6=COC=C6
SMILES (Isomeric) C[C@@]12C[C@H](OC(=O)[C@@H]1C[C@@H]([C@@]3([C@H]2CC[C@@H]4[C@]3(O4)C(=O)OC)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C6=COC=C6
InChI InChI=1S/C27H36O12/c1-25-9-14(12-6-7-35-11-12)36-22(32)13(25)8-18(38-23-21(31)20(30)19(29)15(10-28)37-23)26(2)16(25)4-5-17-27(26,39-17)24(33)34-3/h6-7,11,13-21,23,28-31H,4-5,8-10H2,1-3H3/t13-,14-,15+,16-,17+,18-,19+,20-,21+,23-,25+,26-,27-/m0/s1
InChI Key XFWBHUZYSAVEBF-GAYKNVDLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H36O12
Molecular Weight 552.60 g/mol
Exact Mass 552.22067658 g/mol
Topological Polar Surface Area (TPSA) 178.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 0.21
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,2S,4S,7R,9S,10S,11S,13R)-4-(furan-3-yl)-2,10-dimethyl-6-oxo-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,12-dioxatetracyclo[8.5.0.02,7.011,13]pentadecane-11-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6956 69.56%
Caco-2 - 0.8212 82.12%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7374 73.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7051 70.51%
OATP1B3 inhibitior + 0.9452 94.52%
MATE1 inhibitior - 0.9012 90.12%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7693 76.93%
P-glycoprotein inhibitior - 0.4474 44.74%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7084 70.84%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8721 87.21%
CYP3A4 inhibition - 0.6122 61.22%
CYP2C9 inhibition - 0.7929 79.29%
CYP2C19 inhibition - 0.8359 83.59%
CYP2D6 inhibition - 0.9410 94.10%
CYP1A2 inhibition - 0.8649 86.49%
CYP2C8 inhibition + 0.5608 56.08%
CYP inhibitory promiscuity - 0.9133 91.33%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6618 66.18%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9437 94.37%
Skin irritation - 0.7314 73.14%
Skin corrosion - 0.9386 93.86%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8772 87.72%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.6247 62.47%
skin sensitisation - 0.9107 91.07%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.5700 57.00%
Acute Oral Toxicity (c) I 0.4996 49.96%
Estrogen receptor binding + 0.8260 82.60%
Androgen receptor binding + 0.7243 72.43%
Thyroid receptor binding + 0.5497 54.97%
Glucocorticoid receptor binding + 0.7272 72.72%
Aromatase binding + 0.6507 65.07%
PPAR gamma + 0.6380 63.80%
Honey bee toxicity - 0.7287 72.87%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9578 95.78%

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 98.90% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.80% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.92% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.04% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.02% 94.45%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 90.57% 95.83%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.17% 94.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.66% 92.88%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.99% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.67% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.28% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.09% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.68% 92.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.44% 96.00%
CHEMBL5255 O00206 Toll-like receptor 4 85.70% 92.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.48% 91.24%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.01% 94.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.41% 97.14%
CHEMBL2581 P07339 Cathepsin D 81.60% 98.95%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.55% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 81.43% 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.
Tinospora crispa

Cross-Links

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PubChem 46211616
LOTUS LTS0003178
wikiData Q105327331