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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-(hydroxymethyl)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 30146488-e9e5-495d-9e0a-c3efaa9e2d90
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-(hydroxymethyl)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)CO)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)O)O)O)C
InChI InChI=1S/C36H62O9/c1-20(2)9-8-13-35(7,45-31-30(43)29(42)28(41)23(18-37)44-31)21-10-14-34(6)27(21)22(39)17-25-33(34,5)15-11-24-32(3,4)26(40)12-16-36(24,25)19-38/h9,21-31,37-43H,8,10-19H2,1-7H3/t21?,22?,23-,24?,25?,26?,27?,28-,29+,30-,31+,33?,34?,35?,36?/m1/s1
InChI Key LXXFDFNZMAGSJN-NTKQMGMFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H62O9
Molecular Weight 638.90 g/mol
Exact Mass 638.43938355 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 3.30
H-Bond Acceptor 9
H-Bond Donor 7
Rotatable Bonds 8

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-(hydroxymethyl)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 + 0.7421 74.21%
Caco-2 - 0.8488 84.88%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7203 72.03%
OATP2B1 inhibitior - 0.5811 58.11%
OATP1B1 inhibitior + 0.8399 83.99%
OATP1B3 inhibitior + 0.8481 84.81%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.6533 65.33%
P-glycoprotein inhibitior + 0.7250 72.50%
P-glycoprotein substrate - 0.7637 76.37%
CYP3A4 substrate + 0.6911 69.11%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9313 93.13%
CYP2C9 inhibition - 0.8336 83.36%
CYP2C19 inhibition - 0.8649 86.49%
CYP2D6 inhibition - 0.9334 93.34%
CYP1A2 inhibition - 0.8610 86.10%
CYP2C8 inhibition + 0.6276 62.76%
CYP inhibitory promiscuity - 0.9197 91.97%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7011 70.11%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9224 92.24%
Skin irritation - 0.6066 60.66%
Skin corrosion - 0.9491 94.91%
Ames mutagenesis - 0.7870 78.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8692 86.92%
Micronuclear - 0.8700 87.00%
Hepatotoxicity + 0.6365 63.65%
skin sensitisation - 0.8939 89.39%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.5582 55.82%
Acute Oral Toxicity (c) I 0.4919 49.19%
Estrogen receptor binding + 0.6288 62.88%
Androgen receptor binding + 0.7432 74.32%
Thyroid receptor binding - 0.5256 52.56%
Glucocorticoid receptor binding + 0.6065 60.65%
Aromatase binding + 0.6946 69.46%
PPAR gamma + 0.6560 65.60%
Honey bee toxicity - 0.5657 56.57%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9291 92.91%

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 97.58% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.28% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.00% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.27% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.27% 96.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.77% 95.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.68% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.41% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.16% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.08% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.27% 96.95%
CHEMBL226 P30542 Adenosine A1 receptor 86.34% 95.93%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.91% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.09% 100.00%
CHEMBL2581 P07339 Cathepsin D 82.57% 98.95%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.19% 92.86%
CHEMBL259 P32245 Melanocortin receptor 4 81.64% 95.38%
CHEMBL2996 Q05655 Protein kinase C delta 80.37% 97.79%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.03% 97.36%

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 11968553
NPASS NPC291332
LOTUS LTS0035407
wikiData Q105159138