2-[5-hydroxy-2-[[17-[2-hydroxy-6-methoxy-6-methyl-1-(3,4,5-trihydroxyoxan-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)-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

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Internal ID f36f66f0-7c96-4ce9-935a-17d76530bf3b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[5-hydroxy-2-[[17-[2-hydroxy-6-methoxy-6-methyl-1-(3,4,5-trihydroxyoxan-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)-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC6C(CCC6(C5(CCC4C3(C)C)C)C)C(CC=CC(C)(C)OC)(COC7C(C(C(CO7)O)O)O)O)C)CO)O)OC8C(C(C(CO8)O)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC6C(CCC6(C5(CCC4C3(C)C)C)C)C(CC=CC(C)(C)OC)(COC7C(C(C(CO7)O)O)O)O)C)CO)O)OC8C(C(C(CO8)O)O)O)O)O)O
InChI InChI=1S/C53H90O21/c1-25-34(57)38(61)41(64)46(70-25)74-43-42(73-45-40(63)36(59)29(56)23-68-45)37(60)30(21-54)71-47(43)72-33-15-18-50(6)31(49(33,4)5)14-20-52(8)32(50)12-11-26-27(13-19-51(26,52)7)53(65,17-10-16-48(2,3)66-9)24-69-44-39(62)35(58)28(55)22-67-44/h10,16,25-47,54-65H,11-15,17-24H2,1-9H3
InChI Key WZSGJIDFWINBDL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C53H90O21
Molecular Weight 1063.30 g/mol
Exact Mass 1062.59745988 g/mol
Topological Polar Surface Area (TPSA) 326.00 Ų
XlogP 0.60
Atomic LogP (AlogP) -0.27
H-Bond Acceptor 21
H-Bond Donor 12
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[5-hydroxy-2-[[17-[2-hydroxy-6-methoxy-6-methyl-1-(3,4,5-trihydroxyoxan-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)-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-3-yl]oxy-6-methyloxane-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 + 0.5571 55.71%
Caco-2 - 0.8874 88.74%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.6700 67.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8040 80.40%
OATP1B3 inhibitior + 0.8735 87.35%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9129 91.29%
P-glycoprotein inhibitior + 0.7495 74.95%
P-glycoprotein substrate + 0.5511 55.11%
CYP3A4 substrate + 0.7474 74.74%
CYP2C9 substrate - 0.8020 80.20%
CYP2D6 substrate - 0.8461 84.61%
CYP3A4 inhibition - 0.9523 95.23%
CYP2C9 inhibition - 0.8891 88.91%
CYP2C19 inhibition - 0.8864 88.64%
CYP2D6 inhibition - 0.9519 95.19%
CYP1A2 inhibition - 0.9215 92.15%
CYP2C8 inhibition + 0.7410 74.10%
CYP inhibitory promiscuity - 0.9646 96.46%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6593 65.93%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9019 90.19%
Skin irritation - 0.6926 69.26%
Skin corrosion - 0.9513 95.13%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8196 81.96%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.7438 74.38%
skin sensitisation - 0.9133 91.33%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.9403 94.03%
Acute Oral Toxicity (c) I 0.5865 58.65%
Estrogen receptor binding + 0.7885 78.85%
Androgen receptor binding + 0.7387 73.87%
Thyroid receptor binding + 0.5453 54.53%
Glucocorticoid receptor binding + 0.7679 76.79%
Aromatase binding + 0.6233 62.33%
PPAR gamma + 0.8028 80.28%
Honey bee toxicity - 0.5836 58.36%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.8009 80.09%

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 97.43% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.36% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.24% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.16% 96.61%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.01% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.97% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 90.73% 95.93%
CHEMBL3589 P55263 Adenosine kinase 90.32% 98.05%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 89.15% 92.88%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.10% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.98% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.56% 97.36%
CHEMBL2581 P07339 Cathepsin D 87.33% 98.95%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.27% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.19% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 86.91% 94.75%
CHEMBL233 P35372 Mu opioid receptor 86.90% 97.93%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.10% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.48% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.05% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.51% 92.62%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.33% 91.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.18% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.17% 89.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 81.39% 97.53%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.50% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.04% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.04% 95.83%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.01% 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.
Gynostemma pentaphyllum

Cross-Links

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PubChem 72960546
LOTUS LTS0245015
wikiData Q105323450