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2-[6-hydroxy-6-methyl-2-(2,3,12-trihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)hept-4-en-2-yl]oxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxane-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 affe7794-223e-4bfd-abce-29b91ac3cc1c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 2-[6-hydroxy-6-methyl-2-(2,3,12-trihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)hept-4-en-2-yl]oxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxane-3,4,5-triol
SMILES (Canonical) CC1(C2CCC3C(C2(CC(C1O)O)C)CC(C4(C3(CCC4C(C)(CC=CC(C)(C)O)OC5C(C(C(C(O5)COC6C(C(C(CO6)O)O)O)O)O)O)C)C)O)C
SMILES (Isomeric) CC1(C2CCC3C(C2(CC(C1O)O)C)CC(C4(C3(CCC4C(C)(CC=CC(C)(C)O)OC5C(C(C(C(O5)COC6C(C(C(CO6)O)O)O)O)O)O)C)C)O)C
InChI InChI=1S/C41H70O14/c1-36(2,51)13-9-14-40(7,55-35-32(49)30(47)29(46)24(54-35)19-53-34-31(48)28(45)23(43)18-52-34)26-12-15-39(6)20-10-11-25-37(3,4)33(50)22(42)17-38(25,5)21(20)16-27(44)41(26,39)8/h9,13,20-35,42-51H,10-12,14-19H2,1-8H3
InChI Key QFLROFUDRJOOSC-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) 239.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 0.73
H-Bond Acceptor 14
H-Bond Donor 10
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[6-hydroxy-6-methyl-2-(2,3,12-trihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)hept-4-en-2-yl]oxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]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 + 0.6414 64.14%
Caco-2 - 0.8739 87.39%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7125 71.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8451 84.51%
OATP1B3 inhibitior + 0.8684 86.84%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.5623 56.23%
P-glycoprotein inhibitior + 0.7613 76.13%
P-glycoprotein substrate + 0.5412 54.12%
CYP3A4 substrate + 0.7331 73.31%
CYP2C9 substrate - 0.7993 79.93%
CYP2D6 substrate - 0.8357 83.57%
CYP3A4 inhibition - 0.9635 96.35%
CYP2C9 inhibition - 0.9025 90.25%
CYP2C19 inhibition - 0.8846 88.46%
CYP2D6 inhibition - 0.9559 95.59%
CYP1A2 inhibition - 0.9247 92.47%
CYP2C8 inhibition + 0.7170 71.70%
CYP inhibitory promiscuity - 0.9576 95.76%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6505 65.05%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9096 90.96%
Skin irritation - 0.6513 65.13%
Skin corrosion - 0.9503 95.03%
Ames mutagenesis - 0.5754 57.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7011 70.11%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.7258 72.58%
skin sensitisation - 0.9101 91.01%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.9456 94.56%
Acute Oral Toxicity (c) I 0.6690 66.90%
Estrogen receptor binding + 0.6977 69.77%
Androgen receptor binding + 0.7277 72.77%
Thyroid receptor binding - 0.5263 52.63%
Glucocorticoid receptor binding + 0.6464 64.64%
Aromatase binding + 0.6530 65.30%
PPAR gamma + 0.7245 72.45%
Honey bee toxicity - 0.6601 66.01%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9354 93.54%

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 99.01% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.81% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.39% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.47% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.79% 96.61%
CHEMBL226 P30542 Adenosine A1 receptor 92.48% 95.93%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.89% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.15% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 87.43% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.40% 95.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.36% 95.50%
CHEMBL220 P22303 Acetylcholinesterase 87.18% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.18% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.90% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.57% 85.14%
CHEMBL5957 P21589 5'-nucleotidase 85.31% 97.78%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.83% 97.14%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.04% 96.90%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.91% 86.33%
CHEMBL1871 P10275 Androgen Receptor 81.80% 96.43%
CHEMBL1977 P11473 Vitamin D receptor 81.58% 99.43%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.27% 95.71%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.55% 96.38%
CHEMBL5028 O14672 ADAM10 80.31% 97.50%
CHEMBL259 P32245 Melanocortin receptor 4 80.15% 95.38%

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 162845101
LOTUS LTS0151605
wikiData Q105219646