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[(3aS,3bS,4R,5S,5aR,9S,9aS,9bS,11aR)-4,5-diacetyloxy-5a,11a-dihydroxy-3a,6,6,9a-tetramethyl-2,11-dioxo-3b,4,5,7,8,9,9b,10-octahydro-1H-naphtho[1,2-g][1]benzofuran-9-yl] 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 880cca04-65de-4690-86f6-d69869cb0870
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
IUPAC Name [(3aS,3bS,4R,5S,5aR,9S,9aS,9bS,11aR)-4,5-diacetyloxy-5a,11a-dihydroxy-3a,6,6,9a-tetramethyl-2,11-dioxo-3b,4,5,7,8,9,9b,10-octahydro-1H-naphtho[1,2-g][1]benzofuran-9-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H36O11/c1-12(27)34-17-8-9-22(4,5)26(33)21(36-14(3)29)20(35-13(2)28)19-15(23(17,26)6)10-16(30)25(32)11-18(31)37-24(19,25)7/h15,17,19-21,32-33H,8-11H2,1-7H3/t15-,17-,19-,20+,21-,23-,24-,25-,26+/m0/s1
InChI Key BCDPLQQNDGWESB-WABGMBTCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H36O11
Molecular Weight 524.60 g/mol
Exact Mass 524.22576196 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 0.99
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3aS,3bS,4R,5S,5aR,9S,9aS,9bS,11aR)-4,5-diacetyloxy-5a,11a-dihydroxy-3a,6,6,9a-tetramethyl-2,11-dioxo-3b,4,5,7,8,9,9b,10-octahydro-1H-naphtho[1,2-g][1]benzofuran-9-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9733 97.33%
Caco-2 - 0.6631 66.31%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7919 79.19%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8752 87.52%
OATP1B3 inhibitior + 0.8586 85.86%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7321 73.21%
BSEP inhibitior + 0.5599 55.99%
P-glycoprotein inhibitior + 0.7204 72.04%
P-glycoprotein substrate - 0.6434 64.34%
CYP3A4 substrate + 0.6967 69.67%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8700 87.00%
CYP3A4 inhibition - 0.6190 61.90%
CYP2C9 inhibition - 0.8131 81.31%
CYP2C19 inhibition - 0.7715 77.15%
CYP2D6 inhibition - 0.9667 96.67%
CYP1A2 inhibition - 0.7214 72.14%
CYP2C8 inhibition - 0.6707 67.07%
CYP inhibitory promiscuity - 0.9646 96.46%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6045 60.45%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.8982 89.82%
Skin irritation + 0.5133 51.33%
Skin corrosion - 0.8768 87.68%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4745 47.45%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.5464 54.64%
skin sensitisation - 0.8817 88.17%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.7775 77.75%
Acute Oral Toxicity (c) I 0.4916 49.16%
Estrogen receptor binding + 0.8354 83.54%
Androgen receptor binding + 0.7319 73.19%
Thyroid receptor binding + 0.5544 55.44%
Glucocorticoid receptor binding + 0.7410 74.10%
Aromatase binding + 0.7121 71.21%
PPAR gamma + 0.6562 65.62%
Honey bee toxicity - 0.7644 76.44%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5950 59.50%
Fish aquatic toxicity + 0.9812 98.12%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.57% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.44% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.59% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.43% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.47% 94.45%
CHEMBL2581 P07339 Cathepsin D 89.11% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 88.39% 97.79%
CHEMBL299 P17252 Protein kinase C alpha 88.11% 98.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.64% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.07% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 85.92% 91.19%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.47% 89.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.37% 93.04%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.21% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.12% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.88% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.54% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.35% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.29% 89.05%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 82.20% 88.42%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.66% 92.94%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.38% 95.71%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.64% 91.03%
CHEMBL4208 P20618 Proteasome component C5 80.48% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.27% 91.07%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.04% 91.24%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 101862361
LOTUS LTS0194234
wikiData Q104923238