(3R,4S,5S,6R)-2-[[(2R,3R,4aR,5R,6aR,6aR,6bR,8S,10S,12aR,14aR)-3,8,10-trihydroxy-4,4,6a,6b,9,9,12a-heptamethyl-5-[(3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,4a,5,6,6a,7,8,8a,10,11,12,13,14,14a,14b-hexadecahydro-1H-picen-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

Top
Internal ID 6e58ed72-5e78-4a01-a935-e13ce82e3a7a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (3R,4S,5S,6R)-2-[[(2R,3R,4aR,5R,6aR,6aR,6bR,8S,10S,12aR,14aR)-3,8,10-trihydroxy-4,4,6a,6b,9,9,12a-heptamethyl-5-[(3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,4a,5,6,6a,7,8,8a,10,11,12,13,14,14a,14b-hexadecahydro-1H-picen-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1(C(CCC2(C1C(CC3(C2CCC4C3(CC(C5C4CC(C(C5(C)C)O)OC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(CO7)O)O)O)C)C)O)C)O)C
SMILES (Isomeric) C[C@]12CC[C@@H](C(C1[C@H](C[C@@]3([C@@H]2CC[C@H]4[C@]3(C[C@H]([C@@H]5C4C[C@H]([C@@H](C5(C)C)O)OC6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)OC7[C@H]([C@@H]([C@@H](CO7)O)O)O)C)C)O)(C)C)O
InChI InChI=1S/C40H68O14/c1-36(2)25(44)10-11-38(5)24-9-8-18-17-12-21(52-35-31(49)29(47)28(46)23(15-41)54-35)33(50)37(3,4)26(17)22(53-34-30(48)27(45)20(43)16-51-34)14-39(18,6)40(24,7)13-19(42)32(36)38/h17-35,41-50H,8-16H2,1-7H3/t17?,18-,19+,20-,21-,22-,23-,24-,25+,26+,27-,28-,29+,30+,31-,32?,33+,34?,35?,38-,39-,40-/m1/s1
InChI Key NFVZLFIQCMHYIF-FXBGQQRRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C40H68O14
Molecular Weight 773.00 g/mol
Exact Mass 772.46090684 g/mol
Topological Polar Surface Area (TPSA) 239.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 0.03
H-Bond Acceptor 14
H-Bond Donor 10
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3R,4S,5S,6R)-2-[[(2R,3R,4aR,5R,6aR,6aR,6bR,8S,10S,12aR,14aR)-3,8,10-trihydroxy-4,4,6a,6b,9,9,12a-heptamethyl-5-[(3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,4a,5,6,6a,7,8,8a,10,11,12,13,14,14a,14b-hexadecahydro-1H-picen-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5618 56.18%
Caco-2 - 0.8658 86.58%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6860 68.60%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8725 87.25%
OATP1B3 inhibitior + 0.8281 82.81%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior - 0.8529 85.29%
P-glycoprotein inhibitior + 0.7017 70.17%
P-glycoprotein substrate - 0.5754 57.54%
CYP3A4 substrate + 0.7365 73.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8203 82.03%
CYP3A4 inhibition - 0.9470 94.70%
CYP2C9 inhibition - 0.9033 90.33%
CYP2C19 inhibition - 0.8926 89.26%
CYP2D6 inhibition - 0.9629 96.29%
CYP1A2 inhibition - 0.9072 90.72%
CYP2C8 inhibition + 0.6415 64.15%
CYP inhibitory promiscuity - 0.9826 98.26%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6935 69.35%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9034 90.34%
Skin irritation - 0.7470 74.70%
Skin corrosion - 0.9594 95.94%
Ames mutagenesis - 0.7185 71.85%
Human Ether-a-go-go-Related Gene inhibition + 0.7121 71.21%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.6853 68.53%
skin sensitisation - 0.9301 93.01%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity - 0.7125 71.25%
Nephrotoxicity - 0.9482 94.82%
Acute Oral Toxicity (c) III 0.4179 41.79%
Estrogen receptor binding + 0.6321 63.21%
Androgen receptor binding + 0.7376 73.76%
Thyroid receptor binding - 0.5839 58.39%
Glucocorticoid receptor binding + 0.5688 56.88%
Aromatase binding + 0.6478 64.78%
PPAR gamma + 0.6724 67.24%
Honey bee toxicity - 0.6093 60.93%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.7561 75.61%

Targets

Top

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
CHEMBL226 P30542 Adenosine A1 receptor 98.67% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.01% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.75% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.23% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.11% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 94.00% 94.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.96% 97.25%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.38% 92.94%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.29% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.68% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 89.25% 90.17%
CHEMBL2996 Q05655 Protein kinase C delta 88.54% 97.79%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.00% 95.50%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 87.43% 95.42%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.19% 96.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.96% 94.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.84% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.89% 95.89%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.77% 92.88%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.74% 95.83%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.53% 95.56%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.40% 89.67%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.88% 86.33%
CHEMBL2581 P07339 Cathepsin D 80.74% 98.95%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.05% 97.28%

Plants that contains it

Top
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.
Spergula fallax

Cross-Links

Top
PubChem 162975267
LOTUS LTS0226142
wikiData Q105178709