(2R,3R,4S,5R)-2-[(2R,3R,4S,5S,6R)-2-[[3,12-dihydroxy-17-(2-hydroxy-6-methylhept-5-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-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol

Details

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Internal ID 565dc344-0aea-4066-ac1e-27d73dbb7c1d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,3R,4S,5R)-2-[(2R,3R,4S,5S,6R)-2-[[3,12-dihydroxy-17-(2-hydroxy-6-methylhept-5-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-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)O)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(CO6)O)O)O)C)O)C)O)C
SMILES (Isomeric) CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O)C)O)C)O)C
InChI InChI=1S/C41H70O13/c1-20(2)10-9-13-41(8,50)21-11-15-39(6)28(21)22(43)16-26-38(5)14-12-27(45)37(3,4)34(38)24(17-40(26,39)7)52-36-33(31(48)30(47)25(18-42)53-36)54-35-32(49)29(46)23(44)19-51-35/h10,21-36,42-50H,9,11-19H2,1-8H3/t21?,22?,23-,24?,25-,26?,27?,28?,29+,30-,31+,32-,33-,34?,35-,36-,38?,39?,40?,41?/m1/s1
InChI Key FNIRVWPHRMMRQI-AWISTCESSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H70O13
Molecular Weight 771.00 g/mol
Exact Mass 770.48164228 g/mol
Topological Polar Surface Area (TPSA) 219.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 1.76
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5R)-2-[(2R,3R,4S,5S,6R)-2-[[3,12-dihydroxy-17-(2-hydroxy-6-methylhept-5-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-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-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 + 0.6877 68.77%
Caco-2 - 0.8727 87.27%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8274 82.74%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.5120 51.20%
P-glycoprotein inhibitior + 0.8068 80.68%
P-glycoprotein substrate - 0.6091 60.91%
CYP3A4 substrate + 0.7355 73.55%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8406 84.06%
CYP3A4 inhibition - 0.9502 95.02%
CYP2C9 inhibition - 0.8671 86.71%
CYP2C19 inhibition - 0.9036 90.36%
CYP2D6 inhibition - 0.9380 93.80%
CYP1A2 inhibition - 0.9057 90.57%
CYP2C8 inhibition + 0.6689 66.89%
CYP inhibitory promiscuity - 0.9413 94.13%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6474 64.74%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9120 91.20%
Skin irritation - 0.5956 59.56%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8059 80.59%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.6182 61.82%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.8332 83.32%
Acute Oral Toxicity (c) I 0.5677 56.77%
Estrogen receptor binding + 0.6697 66.97%
Androgen receptor binding + 0.7272 72.72%
Thyroid receptor binding - 0.5930 59.30%
Glucocorticoid receptor binding + 0.6260 62.60%
Aromatase binding + 0.6878 68.78%
PPAR gamma + 0.7150 71.50%
Honey bee toxicity - 0.5463 54.63%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9172 91.72%

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 98.76% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.52% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 96.13% 95.93%
CHEMBL1914 P06276 Butyrylcholinesterase 95.91% 95.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.61% 97.09%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 94.57% 95.58%
CHEMBL1937 Q92769 Histone deacetylase 2 90.73% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.97% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.85% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.48% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.33% 92.94%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.29% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.25% 96.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.15% 95.50%
CHEMBL2996 Q05655 Protein kinase C delta 88.97% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.16% 86.33%
CHEMBL1977 P11473 Vitamin D receptor 87.18% 99.43%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 86.25% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.00% 97.36%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.92% 97.33%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.71% 90.24%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 83.52% 92.86%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.89% 97.14%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.59% 96.90%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.19% 92.88%
CHEMBL2581 P07339 Cathepsin D 81.95% 98.95%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.03% 100.00%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 80.68% 95.52%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.43% 96.77%

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
Panax notoginseng

Cross-Links

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PubChem 11968801
NPASS NPC174761
LOTUS LTS0206656
wikiData Q105105315