PlantaeDB Logo
Login Sign-up

[(1R,3S,3aR,5aS,5bS,6S,7aS,9R,10R,11aS,13aR,13bR)-1,6,9,10-tetrahydroxy-5a,8,8,11a,13a-pentamethyl-3-propan-2-yl-1,2,3,4,5,5b,6,7,7a,9,10,11,13,13b-tetradecahydrocyclopenta[a]chrysen-3a-yl]methyl acetate

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 d276e2f2-1ff5-436d-a689-117473efdfee
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,3S,3aR,5aS,5bS,6S,7aS,9R,10R,11aS,13aR,13bR)-1,6,9,10-tetrahydroxy-5a,8,8,11a,13a-pentamethyl-3-propan-2-yl-1,2,3,4,5,5b,6,7,7a,9,10,11,13,13b-tetradecahydrocyclopenta[a]chrysen-3a-yl]methyl acetate
SMILES (Canonical) CC(C)C1CC(C2C1(CCC3(C2(CC=C4C3C(CC5C4(CC(C(C5(C)C)O)O)C)O)C)C)COC(=O)C)O
SMILES (Isomeric) CC(C)[C@@H]1C[C@H]([C@H]2[C@]1(CC[C@@]3([C@@]2(CC=C4[C@H]3[C@H](C[C@H]5[C@@]4(C[C@H]([C@@H](C5(C)C)O)O)C)O)C)C)COC(=O)C)O
InChI InChI=1S/C32H52O6/c1-17(2)20-13-22(35)26-31(8)10-9-19-25(30(31,7)11-12-32(20,26)16-38-18(3)33)21(34)14-24-28(4,5)27(37)23(36)15-29(19,24)6/h9,17,20-27,34-37H,10-16H2,1-8H3/t20-,21-,22+,23+,24+,25-,26+,27-,29+,30-,31+,32+/m0/s1
InChI Key JBMKRBYWTDYYDW-ZOTJGCRRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C32H52O6
Molecular Weight 532.80 g/mol
Exact Mass 532.37638937 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.48
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,3S,3aR,5aS,5bS,6S,7aS,9R,10R,11aS,13aR,13bR)-1,6,9,10-tetrahydroxy-5a,8,8,11a,13a-pentamethyl-3-propan-2-yl-1,2,3,4,5,5b,6,7,7a,9,10,11,13,13b-tetradecahydrocyclopenta[a]chrysen-3a-yl]methyl acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9890 98.90%
Caco-2 - 0.7485 74.85%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.9114 91.14%
OATP2B1 inhibitior - 0.7142 71.42%
OATP1B1 inhibitior + 0.8616 86.16%
OATP1B3 inhibitior + 0.8645 86.45%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6818 68.18%
BSEP inhibitior + 0.5909 59.09%
P-glycoprotein inhibitior - 0.5332 53.32%
P-glycoprotein substrate + 0.5347 53.47%
CYP3A4 substrate + 0.6785 67.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8505 85.05%
CYP3A4 inhibition - 0.9020 90.20%
CYP2C9 inhibition - 0.8105 81.05%
CYP2C19 inhibition - 0.9142 91.42%
CYP2D6 inhibition - 0.9359 93.59%
CYP1A2 inhibition - 0.8893 88.93%
CYP2C8 inhibition + 0.5291 52.91%
CYP inhibitory promiscuity - 0.8842 88.42%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6964 69.64%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.9426 94.26%
Skin irritation + 0.5891 58.91%
Skin corrosion - 0.9606 96.06%
Ames mutagenesis - 0.5354 53.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4500 45.00%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6584 65.84%
skin sensitisation - 0.8538 85.38%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7047 70.47%
Acute Oral Toxicity (c) III 0.5009 50.09%
Estrogen receptor binding + 0.6420 64.20%
Androgen receptor binding + 0.7440 74.40%
Thyroid receptor binding - 0.5267 52.67%
Glucocorticoid receptor binding + 0.7123 71.23%
Aromatase binding + 0.7090 70.90%
PPAR gamma + 0.5612 56.12%
Honey bee toxicity - 0.7042 70.42%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9958 99.58%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.73% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.58% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.82% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 94.73% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.28% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 91.86% 90.17%
CHEMBL2581 P07339 Cathepsin D 90.94% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.70% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.49% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.43% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.30% 96.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.09% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.84% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 82.76% 94.75%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.69% 89.05%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.12% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.82% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.11% 95.50%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 80.88% 95.71%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.69% 94.62%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 80.58% 85.30%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.50% 97.28%
CHEMBL5028 O14672 ADAM10 80.34% 97.50%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.18% 97.21%

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.
Rubia yunnanensis

Cross-Links

Top
PubChem 163091283
LOTUS LTS0238691
wikiData Q105124437