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(2S,3R,4S,5S,6R)-2-[2-[3,12-dihydroxy-10-(hydroxymethyl)-4,4,8,14-tetramethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-6-[[(2R,3R,4S,5R)-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 98a31c1e-f8ad-49d5-9660-4b982381f84a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3R,4S,5S,6R)-2-[2-[3,12-dihydroxy-10-(hydroxymethyl)-4,4,8,14-tetramethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-6-[[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)O)CO)C)O)C)OC5C(C(C(C(O5)COC6C(C(C(CO6)O)O)O)O)O)O)C
SMILES (Isomeric) CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)O)CO)C)O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O)O)O)O)C
InChI InChI=1S/C41H70O13/c1-21(2)9-8-13-40(7,54-36-34(50)32(48)31(47)25(53-36)19-52-35-33(49)30(46)24(44)18-51-35)22-10-14-39(6)29(22)23(43)17-27-38(39,5)15-11-26-37(3,4)28(45)12-16-41(26,27)20-42/h9,22-36,42-50H,8,10-20H2,1-7H3/t22?,23?,24-,25-,26?,27?,28?,29?,30+,31-,32+,33-,34-,35-,36+,38?,39?,40?,41?/m1/s1
InChI Key MXJILEZIRHOUHD-IQXVEUJQSA-N
Popularity 2 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 2.30
Atomic LogP (AlogP) 1.76
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[2-[3,12-dihydroxy-10-(hydroxymethyl)-4,4,8,14-tetramethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-6-[[(2R,3R,4S,5R)-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 + 0.6877 68.77%
Caco-2 - 0.8850 88.50%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8457 84.57%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.4693 46.93%
P-glycoprotein inhibitior + 0.7742 77.42%
P-glycoprotein substrate - 0.5800 58.00%
CYP3A4 substrate + 0.7134 71.34%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
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 + 0.6971 69.71%
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 - 0.9139 91.39%
Skin irritation - 0.5956 59.56%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.5470 54.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8090 80.90%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.6010 60.10%
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 - 0.7034 70.34%
Acute Oral Toxicity (c) I 0.5677 56.77%
Estrogen receptor binding + 0.7381 73.81%
Androgen receptor binding + 0.7300 73.00%
Thyroid receptor binding - 0.5843 58.43%
Glucocorticoid receptor binding + 0.6143 61.43%
Aromatase binding + 0.6842 68.42%
PPAR gamma + 0.7211 72.11%
Honey bee toxicity - 0.5912 59.12%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5200 52.00%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.99% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.92% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 94.86% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.75% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.91% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.88% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.33% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.27% 95.50%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.23% 96.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.52% 96.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.48% 92.94%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 88.00% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.93% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.16% 82.69%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 85.50% 92.86%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.29% 96.77%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.36% 96.90%
CHEMBL2581 P07339 Cathepsin D 84.13% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 84.01% 94.75%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.07% 97.21%
CHEMBL5028 O14672 ADAM10 82.42% 97.50%
CHEMBL259 P32245 Melanocortin receptor 4 81.44% 95.38%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 81.10% 80.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.84% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.35% 100.00%

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 11968543
NPASS NPC150367
LOTUS LTS0098876
wikiData Q105174217