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[(1R,3S,3aR,5aS,5bS,6S,7aR,10R,11aS,13aR,13bR)-1,6,10-triacetyloxy-5a,8,8,11a,13a-pentamethyl-9-oxo-3-propan-2-yl-2,3,4,5,5b,6,7,7a,10,11,13,13b-dodecahydro-1H-cyclopenta[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

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Internal ID bc43724e-0157-4344-9048-8b99963320ba
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,3S,3aR,5aS,5bS,6S,7aR,10R,11aS,13aR,13bR)-1,6,10-triacetyloxy-5a,8,8,11a,13a-pentamethyl-9-oxo-3-propan-2-yl-2,3,4,5,5b,6,7,7a,10,11,13,13b-dodecahydro-1H-cyclopenta[a]chrysen-3a-yl]methyl acetate
SMILES (Canonical) CC(C)C1CC(C2C1(CCC3(C2(CC=C4C3C(CC5C4(CC(C(=O)C5(C)C)OC(=O)C)C)OC(=O)C)C)C)COC(=O)C)OC(=O)C
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(=O)C5(C)C)OC(=O)C)C)OC(=O)C)C)C)COC(=O)C)OC(=O)C
InChI InChI=1S/C38H56O9/c1-20(2)26-16-28(46-23(5)41)32-37(11)13-12-25-31(36(37,10)14-15-38(26,32)19-44-21(3)39)27(45-22(4)40)17-30-34(7,8)33(43)29(47-24(6)42)18-35(25,30)9/h12,20,26-32H,13-19H2,1-11H3/t26-,27-,28+,29+,30-,31-,32+,35+,36-,37+,38+/m0/s1
InChI Key VKJBSRVGGWUBNP-HOWSTPSFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C38H56O9
Molecular Weight 656.80 g/mol
Exact Mass 656.39243336 g/mol
Topological Polar Surface Area (TPSA) 122.00 Ų
XlogP 6.30
Atomic LogP (AlogP) 6.40
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9953 99.53%
Caco-2 - 0.8092 80.92%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8929 89.29%
OATP2B1 inhibitior - 0.8600 86.00%
OATP1B1 inhibitior + 0.8579 85.79%
OATP1B3 inhibitior + 0.8690 86.90%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9354 93.54%
P-glycoprotein inhibitior + 0.8368 83.68%
P-glycoprotein substrate + 0.5845 58.45%
CYP3A4 substrate + 0.6933 69.33%
CYP2C9 substrate - 0.8017 80.17%
CYP2D6 substrate - 0.8590 85.90%
CYP3A4 inhibition - 0.8554 85.54%
CYP2C9 inhibition - 0.8229 82.29%
CYP2C19 inhibition - 0.8875 88.75%
CYP2D6 inhibition - 0.9356 93.56%
CYP1A2 inhibition - 0.9498 94.98%
CYP2C8 inhibition + 0.6155 61.55%
CYP inhibitory promiscuity - 0.7501 75.01%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5906 59.06%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9064 90.64%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9716 97.16%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3727 37.27%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.5737 57.37%
skin sensitisation - 0.8134 81.34%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8184 81.84%
Acute Oral Toxicity (c) III 0.5625 56.25%
Estrogen receptor binding + 0.7432 74.32%
Androgen receptor binding + 0.7433 74.33%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.8041 80.41%
Aromatase binding + 0.7470 74.70%
PPAR gamma + 0.7319 73.19%
Honey bee toxicity - 0.6992 69.92%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.84% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.08% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.35% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.48% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.68% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 92.49% 97.79%
CHEMBL221 P23219 Cyclooxygenase-1 87.73% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.42% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.37% 82.69%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.90% 94.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.86% 95.56%
CHEMBL299 P17252 Protein kinase C alpha 83.72% 98.03%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.49% 94.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.26% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.81% 91.24%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.17% 97.28%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.23% 85.30%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.84% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 80.58% 94.75%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.56% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.28% 94.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.25% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 80.10% 91.19%

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.
Rubia yunnanensis

Cross-Links

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PubChem 21629621
LOTUS LTS0256472
wikiData Q105287796