PlantaeDB Logo
Login Sign-up

3-hydroxy-3-[3-[5-hydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-5-(2-methylprop-1-enyl)oxolan-2-one

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

Top
Internal ID efdc4591-d361-4598-b263-9fdb4f7ddb32
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 3-hydroxy-3-[3-[5-hydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-5-(2-methylprop-1-enyl)oxolan-2-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC6C(CCC6(C5(CCC4C3(C)C)C)C)C7(CC(OC7=O)C=C(C)C)O)C)CO)O)OC8C(C(C(C(O8)CO)O)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC6C(CCC6(C5(CCC4C3(C)C)C)C)C7(CC(OC7=O)C=C(C)C)O)C)CO)O)OC8C(C(C(C(O8)CO)O)O)O)O)O)O
InChI InChI=1S/C48H78O18/c1-21(2)17-23-18-48(59,43(58)61-23)25-11-15-46(7)24(25)9-10-29-45(6)14-13-30(44(4,5)28(45)12-16-47(29,46)8)64-42-39(66-40-36(56)34(54)31(51)22(3)60-40)38(33(53)27(20-50)63-42)65-41-37(57)35(55)32(52)26(19-49)62-41/h17,22-42,49-57,59H,9-16,18-20H2,1-8H3
InChI Key QHTWGWYDUIEBIJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C48H78O18
Molecular Weight 943.10 g/mol
Exact Mass 942.51881563 g/mol
Topological Polar Surface Area (TPSA) 284.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 0.55
H-Bond Acceptor 18
H-Bond Donor 10
Rotatable Bonds 10

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 3-hydroxy-3-[3-[5-hydroxy-6-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-5-(2-methylprop-1-enyl)oxolan-2-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8592 85.92%
Caco-2 - 0.8857 88.57%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8477 84.77%
OATP2B1 inhibitior - 0.8783 87.83%
OATP1B1 inhibitior + 0.8344 83.44%
OATP1B3 inhibitior + 0.8897 88.97%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7829 78.29%
P-glycoprotein inhibitior + 0.7608 76.08%
P-glycoprotein substrate - 0.5786 57.86%
CYP3A4 substrate + 0.7407 74.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8723 87.23%
CYP3A4 inhibition - 0.8944 89.44%
CYP2C9 inhibition - 0.8559 85.59%
CYP2C19 inhibition - 0.9065 90.65%
CYP2D6 inhibition - 0.9285 92.85%
CYP1A2 inhibition - 0.9109 91.09%
CYP2C8 inhibition + 0.6023 60.23%
CYP inhibitory promiscuity - 0.9128 91.28%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5806 58.06%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9056 90.56%
Skin irritation - 0.5693 56.93%
Skin corrosion - 0.9422 94.22%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7645 76.45%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.9035 90.35%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.8417 84.17%
Acute Oral Toxicity (c) I 0.7858 78.58%
Estrogen receptor binding + 0.8020 80.20%
Androgen receptor binding + 0.7625 76.25%
Thyroid receptor binding - 0.5634 56.34%
Glucocorticoid receptor binding + 0.7240 72.40%
Aromatase binding + 0.6585 65.85%
PPAR gamma + 0.7845 78.45%
Honey bee toxicity - 0.5616 56.16%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9609 96.09%

Targets

Top

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 94.64% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.97% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 91.48% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.17% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.04% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.47% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.23% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.05% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.48% 97.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.40% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.33% 97.09%
CHEMBL2581 P07339 Cathepsin D 87.27% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.81% 96.61%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.62% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.34% 97.14%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.12% 93.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.02% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.99% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.38% 92.50%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.27% 90.08%

Plants that contains it

Top
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

Top
PubChem 72800337
LOTUS LTS0034464
wikiData Q105221142