(2R,3R,4S,5S,6R)-2-[[(2R,7S,10R)-1,2,6,6,7,10-hexamethyl-15-(2-methylprop-1-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14-oxapentacyclo[11.7.1.02,11.05,10.018,21]henicosan-17-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

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Internal ID cfebe0d0-a760-4b14-8b46-e4c18dbb84f4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(2R,7S,10R)-1,2,6,6,7,10-hexamethyl-15-(2-methylprop-1-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14-oxapentacyclo[11.7.1.02,11.05,10.018,21]henicosan-17-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=CC1CC(C2CCC3(C2C(O1)CC4C3(CCC5C4(CCC(C5(C)C)(C)OC6C(C(C(C(O6)CO)O)O)O)C)C)C)OC7C(C(C(C(O7)CO)O)O)O)C
SMILES (Isomeric) CC(=CC1CC(C2CCC3(C2C(O1)CC4[C@]3(CCC5[C@@]4(CC[C@](C5(C)C)(C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C
InChI InChI=1S/C42H70O13/c1-20(2)15-21-16-23(52-36-34(49)32(47)30(45)25(18-43)53-36)22-9-11-41(7)29(22)24(51-21)17-28-39(5)13-14-42(8,38(3,4)27(39)10-12-40(28,41)6)55-37-35(50)33(48)31(46)26(19-44)54-37/h15,21-37,43-50H,9-14,16-19H2,1-8H3/t21?,22?,23?,24?,25-,26-,27?,28?,29?,30-,31-,32+,33+,34-,35-,36-,37+,39+,40-,41?,42+/m1/s1
InChI Key CYUTWBUOPDPXJL-BESZVSAISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C42H70O13
Molecular Weight 783.00 g/mol
Exact Mass 782.48164228 g/mol
Topological Polar Surface Area (TPSA) 208.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 2.17
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)-2-[[(2R,7S,10R)-1,2,6,6,7,10-hexamethyl-15-(2-methylprop-1-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14-oxapentacyclo[11.7.1.02,11.05,10.018,21]henicosan-17-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6460 64.60%
Caco-2 - 0.8798 87.98%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7351 73.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8515 85.15%
OATP1B3 inhibitior + 0.8142 81.42%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.6483 64.83%
P-glycoprotein inhibitior + 0.7514 75.14%
P-glycoprotein substrate - 0.6675 66.75%
CYP3A4 substrate + 0.7170 71.70%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate - 0.8331 83.31%
CYP3A4 inhibition - 0.9698 96.98%
CYP2C9 inhibition - 0.8019 80.19%
CYP2C19 inhibition - 0.8594 85.94%
CYP2D6 inhibition - 0.9374 93.74%
CYP1A2 inhibition - 0.8635 86.35%
CYP2C8 inhibition + 0.6505 65.05%
CYP inhibitory promiscuity - 0.9083 90.83%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6727 67.27%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9128 91.28%
Skin irritation - 0.6571 65.71%
Skin corrosion - 0.9470 94.70%
Ames mutagenesis - 0.6448 64.48%
Human Ether-a-go-go-Related Gene inhibition + 0.7953 79.53%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7890 78.90%
skin sensitisation - 0.8948 89.48%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity - 0.6375 63.75%
Nephrotoxicity - 0.5699 56.99%
Acute Oral Toxicity (c) III 0.4127 41.27%
Estrogen receptor binding + 0.6802 68.02%
Androgen receptor binding + 0.7541 75.41%
Thyroid receptor binding - 0.5875 58.75%
Glucocorticoid receptor binding + 0.6545 65.45%
Aromatase binding + 0.6808 68.08%
PPAR gamma + 0.7345 73.45%
Honey bee toxicity - 0.5542 55.42%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9499 94.99%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.96% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.68% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 91.39% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.93% 97.09%
CHEMBL237 P41145 Kappa opioid receptor 90.62% 98.10%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.55% 95.50%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 89.55% 89.05%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.97% 97.25%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.35% 96.38%
CHEMBL1937 Q92769 Histone deacetylase 2 87.23% 94.75%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 86.46% 95.58%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.22% 100.00%
CHEMBL259 P32245 Melanocortin receptor 4 84.55% 95.38%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 84.25% 97.47%
CHEMBL2243 O00519 Anandamide amidohydrolase 83.89% 97.53%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.88% 96.61%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.95% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.54% 95.89%
CHEMBL2094128 P24941 Cyclin-dependent kinase 2/cyclin A 82.53% 97.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.13% 95.89%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 81.86% 97.86%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.37% 86.33%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 80.10% 100.00%

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.
Panax ginseng

Cross-Links

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PubChem 6325209
NPASS NPC305831
LOTUS LTS0177577
wikiData Q105103436