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[(1R,3S,3aR,5aS,5bS,6S,7aR,9S,11aS,13aR,13bR)-1,6,9-triacetyloxy-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

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Internal ID ce283ef3-c272-4322-a2d6-f13bb81aeb22
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,3S,3aR,5aS,5bS,6S,7aR,9S,11aS,13aR,13bR)-1,6,9-triacetyloxy-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)
SMILES (Isomeric)
InChI InChI=1S/C38H58O8/c1-21(2)27-18-29(45-24(5)41)33-37(11)15-12-26-32(36(37,10)16-17-38(27,33)20-43-22(3)39)28(44-23(4)40)19-30-34(7,8)31(46-25(6)42)13-14-35(26,30)9/h12,21,27-33H,13-20H2,1-11H3/t27-,28-,29+,30-,31-,32-,33+,35+,36-,37+,38+/m0/s1
InChI Key UHCYBXRFSQMBQD-YUUUWBKSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C38H58O8
Molecular Weight 642.90 g/mol
Exact Mass 642.41316880 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 7.20
Atomic LogP (AlogP) 7.22
H-Bond Acceptor 8
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,9S,11aS,13aR,13bR)-1,6,9-triacetyloxy-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

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9961 99.61%
Caco-2 - 0.7965 79.65%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8887 88.87%
OATP2B1 inhibitior - 0.8620 86.20%
OATP1B1 inhibitior + 0.8354 83.54%
OATP1B3 inhibitior + 0.8246 82.46%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9638 96.38%
P-glycoprotein inhibitior + 0.8271 82.71%
P-glycoprotein substrate - 0.5084 50.84%
CYP3A4 substrate + 0.6896 68.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.8569 85.69%
CYP2C9 inhibition - 0.7970 79.70%
CYP2C19 inhibition - 0.8609 86.09%
CYP2D6 inhibition - 0.9387 93.87%
CYP1A2 inhibition - 0.9328 93.28%
CYP2C8 inhibition + 0.6389 63.89%
CYP inhibitory promiscuity - 0.7204 72.04%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5924 59.24%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9102 91.02%
Skin irritation - 0.5154 51.54%
Skin corrosion - 0.9747 97.47%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6797 67.97%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.6334 63.34%
skin sensitisation - 0.7675 76.75%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.8402 84.02%
Acute Oral Toxicity (c) III 0.8321 83.21%
Estrogen receptor binding + 0.7553 75.53%
Androgen receptor binding + 0.7233 72.33%
Thyroid receptor binding - 0.4912 49.12%
Glucocorticoid receptor binding + 0.8102 81.02%
Aromatase binding + 0.7631 76.31%
PPAR gamma + 0.7534 75.34%
Honey bee toxicity - 0.7253 72.53%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5155 51.55%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.66% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.87% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.86% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.37% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.42% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 89.69% 97.79%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 89.01% 91.65%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.50% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 87.17% 90.17%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.16% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.33% 95.56%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.16% 97.28%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.05% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.89% 100.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.88% 94.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.38% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.04% 91.19%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.71% 89.05%
CHEMBL5028 O14672 ADAM10 83.63% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.91% 95.89%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.82% 94.23%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.80% 94.08%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 81.31% 92.95%

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 21629624
LOTUS LTS0034716
wikiData Q105272703