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[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,4S,5R,9S,10R,13R,14R)-5,9-dimethyl-14-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]tetracyclo[11.2.1.01,10.04,9]hexadecane-5-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 aaa4e43a-0b68-44c1-85b5-c83e56559156
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,4S,5R,9S,10R,13R,14R)-5,9-dimethyl-14-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]tetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
SMILES (Canonical) CC12CCCC(C1CCC34C2CCC(C3)C(C4)COC5C(C(C(C(O5)CO)O)O)O)(C)C(=O)OC6C(C(C(C(O6)CO)O)O)O
SMILES (Isomeric) C[C@@]12CCC[C@@]([C@H]1CC[C@]34[C@H]2CC[C@H](C3)[C@@H](C4)CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)(C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
InChI InChI=1S/C32H52O13/c1-30-7-3-8-31(2,29(41)45-28-26(40)24(38)22(36)18(13-34)44-28)19(30)6-9-32-10-15(4-5-20(30)32)16(11-32)14-42-27-25(39)23(37)21(35)17(12-33)43-27/h15-28,33-40H,3-14H2,1-2H3/t15-,16+,17-,18-,19+,20+,21-,22-,23+,24+,25-,26-,27-,28+,30-,31-,32+/m1/s1
InChI Key JBJCSGDZBMQGTQ-BBVTYKAPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H52O13
Molecular Weight 644.70 g/mol
Exact Mass 644.34079171 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP 1.40
Atomic LogP (AlogP) -0.82
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,4S,5R,9S,10R,13R,14R)-5,9-dimethyl-14-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]tetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5698 56.98%
Caco-2 - 0.8724 87.24%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7405 74.05%
OATP2B1 inhibitior - 0.5830 58.30%
OATP1B1 inhibitior + 0.8532 85.32%
OATP1B3 inhibitior + 0.9339 93.39%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.8869 88.69%
P-glycoprotein inhibitior + 0.6107 61.07%
P-glycoprotein substrate - 0.7044 70.44%
CYP3A4 substrate + 0.6933 69.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8518 85.18%
CYP3A4 inhibition - 0.9669 96.69%
CYP2C9 inhibition - 0.9068 90.68%
CYP2C19 inhibition - 0.8515 85.15%
CYP2D6 inhibition - 0.9563 95.63%
CYP1A2 inhibition - 0.8862 88.62%
CYP2C8 inhibition - 0.5765 57.65%
CYP inhibitory promiscuity - 0.9614 96.14%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7142 71.42%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9280 92.80%
Skin irritation - 0.7293 72.93%
Skin corrosion - 0.9516 95.16%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7264 72.64%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.7827 78.27%
skin sensitisation - 0.9402 94.02%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.8462 84.62%
Acute Oral Toxicity (c) I 0.5064 50.64%
Estrogen receptor binding + 0.7087 70.87%
Androgen receptor binding + 0.6626 66.26%
Thyroid receptor binding - 0.5936 59.36%
Glucocorticoid receptor binding - 0.4779 47.79%
Aromatase binding + 0.6206 62.06%
PPAR gamma + 0.5911 59.11%
Honey bee toxicity - 0.7629 76.29%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6355 63.55%
Fish aquatic toxicity + 0.8671 86.71%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.85% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 97.77% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.11% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.75% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.45% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.48% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 91.29% 92.50%
CHEMBL237 P41145 Kappa opioid receptor 91.09% 98.10%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.80% 95.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.05% 96.21%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.36% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 87.02% 95.93%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.98% 96.38%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.99% 93.04%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.53% 94.33%
CHEMBL3286 P00749 Urokinase-type plasminogen activator 84.30% 97.88%
CHEMBL2581 P07339 Cathepsin D 84.04% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.84% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.58% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.57% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.02% 100.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.01% 95.83%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.84% 91.24%

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 162962687
LOTUS LTS0124651
wikiData Q105124372