(2R,3R,4S,5S,6R)-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-17-[(E,2S)-6-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-4-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

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Internal ID a2a12462-d22f-45d9-a89f-6fad125bb5cd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-17-[(E,2S)-6-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-4-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)O)O)C)CC(C5C3(CCC5C(C)(CC=CC(C)(C)O)OC6C(C(C(C(O6)CO)O)O)O)C)O)C)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2C[C@H]([C@H]4[C@]3(CC[C@@H]4[C@](C)(C/C=C/C(C)(C)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)O)C)(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
InChI InChI=1S/C42H72O14/c1-37(2,52)13-9-14-42(8,56-36-34(51)32(49)30(47)24(20-44)54-36)21-10-16-41(7)28(21)22(45)18-26-39(5)15-12-27(38(3,4)25(39)11-17-40(26,41)6)55-35-33(50)31(48)29(46)23(19-43)53-35/h9,13,21-36,43-52H,10-12,14-20H2,1-8H3/b13-9+/t21-,22+,23+,24+,25-,26+,27-,28-,29+,30+,31-,32-,33+,34+,35-,36-,39-,40+,41+,42-/m0/s1
InChI Key DLGUZDHEUZPNLJ-YZSKAGILSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H72O14
Molecular Weight 801.00 g/mol
Exact Mass 800.49220697 g/mol
Topological Polar Surface Area (TPSA) 239.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 1.12
H-Bond Acceptor 14
H-Bond Donor 10
Rotatable Bonds 10

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-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-17-[(E,2S)-6-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-4-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-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 + 0.5819 58.19%
Caco-2 - 0.8758 87.58%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6855 68.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7967 79.67%
OATP1B3 inhibitior + 0.8571 85.71%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior - 0.7044 70.44%
P-glycoprotein inhibitior + 0.7766 77.66%
P-glycoprotein substrate - 0.7953 79.53%
CYP3A4 substrate + 0.7226 72.26%
CYP2C9 substrate - 0.8007 80.07%
CYP2D6 substrate - 0.8411 84.11%
CYP3A4 inhibition - 0.9499 94.99%
CYP2C9 inhibition - 0.9049 90.49%
CYP2C19 inhibition - 0.9009 90.09%
CYP2D6 inhibition - 0.9549 95.49%
CYP1A2 inhibition - 0.9233 92.33%
CYP2C8 inhibition + 0.6439 64.39%
CYP inhibitory promiscuity - 0.9602 96.02%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6640 66.40%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9098 90.98%
Skin irritation - 0.6582 65.82%
Skin corrosion - 0.9524 95.24%
Ames mutagenesis - 0.7970 79.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7835 78.35%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.5154 51.54%
skin sensitisation - 0.9219 92.19%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.7087 70.87%
Acute Oral Toxicity (c) I 0.6662 66.62%
Estrogen receptor binding + 0.7102 71.02%
Androgen receptor binding + 0.7296 72.96%
Thyroid receptor binding - 0.5433 54.33%
Glucocorticoid receptor binding + 0.6716 67.16%
Aromatase binding + 0.6618 66.18%
PPAR gamma + 0.7240 72.40%
Honey bee toxicity - 0.6035 60.35%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.8873 88.73%

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 97.54% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.42% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.92% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.70% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.51% 92.94%
CHEMBL226 P30542 Adenosine A1 receptor 90.28% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.85% 86.33%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 88.50% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.57% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.76% 82.69%
CHEMBL1977 P11473 Vitamin D receptor 86.33% 99.43%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.18% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.90% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 84.69% 97.79%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.25% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.24% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.17% 97.14%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.75% 97.36%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.56% 96.21%
CHEMBL220 P22303 Acetylcholinesterase 81.55% 94.45%
CHEMBL2581 P07339 Cathepsin D 80.52% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.34% 95.50%

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 13992219
LOTUS LTS0128015
wikiData Q104984275