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methyl (2R)-2-[(4S,4aS,6aS,7R,8R,9R,10S,10aS,10bR)-4-(furan-3-yl)-9,10,10a,10b-tetrahydroxy-8-(2-hydroxy-2-methylpropyl)-4a,8-dimethyl-2-oxo-1,4,5,6,6a,7,9,10-octahydrobenzo[f]isochromen-7-yl]-2-hydroxyacetate

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 d446f8f6-f55f-4e00-b254-20768af3aebb
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
IUPAC Name methyl (2R)-2-[(4S,4aS,6aS,7R,8R,9R,10S,10aS,10bR)-4-(furan-3-yl)-9,10,10a,10b-tetrahydroxy-8-(2-hydroxy-2-methylpropyl)-4a,8-dimethyl-2-oxo-1,4,5,6,6a,7,9,10-octahydrobenzo[f]isochromen-7-yl]-2-hydroxyacetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H38O11/c1-22(2,32)12-23(3)16(17(28)21(31)35-5)14-6-8-24(4)20(13-7-9-36-11-13)37-15(27)10-25(24,33)26(14,34)19(30)18(23)29/h7,9,11,14,16-20,28-30,32-34H,6,8,10,12H2,1-5H3/t14-,16-,17+,18-,19-,20-,23+,24-,25+,26-/m0/s1
InChI Key VQGHRVIYFNTUCT-SJUUFGBBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H38O11
Molecular Weight 526.60 g/mol
Exact Mass 526.24141202 g/mol
Topological Polar Surface Area (TPSA) 187.00 Ų
XlogP -0.80
Atomic LogP (AlogP) 0.20
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2R)-2-[(4S,4aS,6aS,7R,8R,9R,10S,10aS,10bR)-4-(furan-3-yl)-9,10,10a,10b-tetrahydroxy-8-(2-hydroxy-2-methylpropyl)-4a,8-dimethyl-2-oxo-1,4,5,6,6a,7,9,10-octahydrobenzo[f]isochromen-7-yl]-2-hydroxyacetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8487 84.87%
Caco-2 - 0.7919 79.19%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7573 75.73%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.4145 41.45%
OATP1B3 inhibitior + 0.8451 84.51%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6154 61.54%
P-glycoprotein inhibitior - 0.4465 44.65%
P-glycoprotein substrate + 0.5921 59.21%
CYP3A4 substrate + 0.7291 72.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8376 83.76%
CYP3A4 inhibition + 0.5294 52.94%
CYP2C9 inhibition - 0.8400 84.00%
CYP2C19 inhibition - 0.8832 88.32%
CYP2D6 inhibition - 0.9364 93.64%
CYP1A2 inhibition - 0.9200 92.00%
CYP2C8 inhibition + 0.6363 63.63%
CYP inhibitory promiscuity - 0.9452 94.52%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5889 58.89%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9108 91.08%
Skin irritation - 0.6713 67.13%
Skin corrosion - 0.9224 92.24%
Ames mutagenesis - 0.6670 66.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3816 38.16%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.9058 90.58%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.9084 90.84%
Acute Oral Toxicity (c) I 0.5196 51.96%
Estrogen receptor binding + 0.7577 75.77%
Androgen receptor binding + 0.7518 75.18%
Thyroid receptor binding + 0.5408 54.08%
Glucocorticoid receptor binding + 0.6543 65.43%
Aromatase binding + 0.7656 76.56%
PPAR gamma + 0.6352 63.52%
Honey bee toxicity - 0.8000 80.00%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9746 97.46%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.17% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.20% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.26% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.09% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.22% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.83% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 89.93% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.56% 86.33%
CHEMBL2581 P07339 Cathepsin D 88.09% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.24% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.06% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.01% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.73% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.52% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.50% 93.04%
CHEMBL4208 P20618 Proteasome component C5 83.15% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.07% 91.07%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.95% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.32% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.63% 95.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.07% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.96% 95.56%

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.
Khaya senegalensis

Cross-Links

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PubChem 162872303
LOTUS LTS0191498
wikiData Q105291232