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

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 8fabf05e-d1d0-467f-9d79-3159293c006e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[2-[[17-(4,5-dihydroxy-2,6,6-trimethyloxan-2-yl)-12-hydroxy-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]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(CO5)O)O)O)C)CC(C6C3(CCC6C7(CC(C(C(O7)(C)C)O)O)C)C)O)C)C
SMILES (Isomeric) CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(CO5)O)O)O)C)CC(C6C3(CCC6C7(CC(C(C(O7)(C)C)O)O)C)C)O)C)C
InChI InChI=1S/C41H70O14/c1-36(2)24-10-14-39(6)25(15-20(43)27-19(9-13-40(27,39)7)41(8)16-21(44)33(50)37(3,4)55-41)38(24,5)12-11-26(36)53-35-32(30(48)29(47)23(17-42)52-35)54-34-31(49)28(46)22(45)18-51-34/h19-35,42-50H,9-18H2,1-8H3
InChI Key WWEXTVPYKGAYFK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H70O14
Molecular Weight 787.00 g/mol
Exact Mass 786.47655690 g/mol
Topological Polar Surface Area (TPSA) 228.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 0.97
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[2-[[17-(4,5-dihydroxy-2,6,6-trimethyloxan-2-yl)-12-hydroxy-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]-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 + 0.5873 58.73%
Caco-2 - 0.8787 87.87%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7148 71.48%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7995 79.95%
OATP1B3 inhibitior + 0.9066 90.66%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.7950 79.50%
P-glycoprotein inhibitior + 0.7580 75.80%
P-glycoprotein substrate - 0.6257 62.57%
CYP3A4 substrate + 0.7451 74.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8278 82.78%
CYP3A4 inhibition - 0.9380 93.80%
CYP2C9 inhibition - 0.8899 88.99%
CYP2C19 inhibition - 0.8991 89.91%
CYP2D6 inhibition - 0.9571 95.71%
CYP1A2 inhibition - 0.9252 92.52%
CYP2C8 inhibition + 0.6633 66.33%
CYP inhibitory promiscuity - 0.9594 95.94%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6773 67.73%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9079 90.79%
Skin irritation - 0.7218 72.18%
Skin corrosion - 0.9545 95.45%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7094 70.94%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.8657 86.57%
skin sensitisation - 0.9339 93.39%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.8632 86.32%
Acute Oral Toxicity (c) I 0.6646 66.46%
Estrogen receptor binding + 0.6925 69.25%
Androgen receptor binding + 0.7356 73.56%
Thyroid receptor binding - 0.5657 56.57%
Glucocorticoid receptor binding + 0.5404 54.04%
Aromatase binding + 0.6738 67.38%
PPAR gamma + 0.6995 69.95%
Honey bee toxicity - 0.6128 61.28%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.8187 81.87%

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 97.85% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 95.60% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.13% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.97% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.64% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.32% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 90.97% 97.79%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 89.46% 95.58%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.46% 92.94%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.60% 82.69%
CHEMBL1937 Q92769 Histone deacetylase 2 88.34% 94.75%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.32% 95.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.21% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.84% 95.89%
CHEMBL4302 P08183 P-glycoprotein 1 85.12% 92.98%
CHEMBL1871 P10275 Androgen Receptor 84.76% 96.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.91% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.37% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.08% 94.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.56% 92.86%

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 72827966
LOTUS LTS0156614
wikiData Q105313968