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2-[4,5-dihydroxy-6-(hydroxymethyl)-2-[2-[12-hydroxy-4,4,8,10,14-pentamethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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]oxyoxan-3-yl]oxy-6-methyloxane-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 ddb2316b-82e8-46dc-8991-0a5bbfbf5d6f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[4,5-dihydroxy-6-(hydroxymethyl)-2-[2-[12-hydroxy-4,4,8,10,14-pentamethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC(C)(CCC=C(C)C)C3CCC4(C3C(CC5C4(CCC6C5(CCC(C6(C)C)OC7C(C(C(C(O7)CO)O)O)O)C)C)O)C)CO)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(C(OC2OC(C)(CCC=C(C)C)C3CCC4(C3C(CC5C4(CCC6C5(CCC(C6(C)C)OC7C(C(C(C(O7)CO)O)O)O)C)C)O)C)CO)O)O)O)O)O
InChI InChI=1S/C48H82O17/c1-22(2)11-10-15-48(9,65-43-40(37(57)34(54)27(21-50)62-43)64-41-38(58)35(55)32(52)23(3)60-41)24-12-17-47(8)31(24)25(51)19-29-45(6)16-14-30(44(4,5)28(45)13-18-46(29,47)7)63-42-39(59)36(56)33(53)26(20-49)61-42/h11,23-43,49-59H,10,12-21H2,1-9H3
InChI Key XSHJFTKDQLYDGW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H82O17
Molecular Weight 931.20 g/mol
Exact Mass 930.55520114 g/mol
Topological Polar Surface Area (TPSA) 278.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 1.00
H-Bond Acceptor 17
H-Bond Donor 11
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[4,5-dihydroxy-6-(hydroxymethyl)-2-[2-[12-hydroxy-4,4,8,10,14-pentamethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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]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 + 0.6877 68.77%
Caco-2 - 0.8985 89.85%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7882 78.82%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.6414 64.14%
P-glycoprotein inhibitior + 0.7676 76.76%
P-glycoprotein substrate - 0.7529 75.29%
CYP3A4 substrate + 0.7223 72.23%
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 + 0.6463 64.63%
CYP inhibitory promiscuity - 0.9413 94.13%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6474 64.74%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9058 90.58%
Skin irritation - 0.5956 59.56%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.7824 78.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7942 79.42%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.5222 52.22%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.8061 80.61%
Acute Oral Toxicity (c) I 0.5677 56.77%
Estrogen receptor binding + 0.7763 77.63%
Androgen receptor binding + 0.7425 74.25%
Thyroid receptor binding - 0.5372 53.72%
Glucocorticoid receptor binding + 0.6747 67.47%
Aromatase binding + 0.6557 65.57%
PPAR gamma + 0.7774 77.74%
Honey bee toxicity - 0.5403 54.03%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5300 53.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.28% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.93% 97.25%
CHEMBL3714130 P46095 G-protein coupled receptor 6 95.41% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.24% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.26% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.65% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.44% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.29% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.06% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 89.01% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.53% 89.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.50% 95.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.55% 96.61%
CHEMBL1937 Q92769 Histone deacetylase 2 84.98% 94.75%
CHEMBL2581 P07339 Cathepsin D 84.89% 98.95%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 84.30% 95.58%
CHEMBL1951 P21397 Monoamine oxidase A 83.83% 91.49%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 83.29% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.07% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.58% 100.00%
CHEMBL5028 O14672 ADAM10 81.19% 97.50%
CHEMBL1977 P11473 Vitamin D receptor 81.02% 99.43%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.96% 95.83%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.68% 93.04%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.10% 95.89%

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 162959836
LOTUS LTS0146058
wikiData Q105341020