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(3aR,3bS,5aS,6R,8aS,8bS,10R,10aS)-10-hydroxy-6-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-3a,5a-dimethyl-3-oxo-1,2,3b,4,5,6,7,8,8a,8b,9,10-dodecahydroindeno[6,7-e]indene-10a-carbaldehyde

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 14f367dd-427e-4ecb-8383-3a39be0b6011
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
IUPAC Name (3aR,3bS,5aS,6R,8aS,8bS,10R,10aS)-10-hydroxy-6-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-3a,5a-dimethyl-3-oxo-1,2,3b,4,5,6,7,8,8a,8b,9,10-dodecahydroindeno[6,7-e]indene-10a-carbaldehyde
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC(C5(C4(C(=O)CC5)C)C=O)O)C)CO
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@@H](C)[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3C[C@H]([C@]5([C@@]4(C(=O)CC5)C)C=O)O)C)CO
InChI InChI=1S/C28H40O6/c1-15-11-22(34-25(33)18(15)13-29)16(2)19-5-6-20-17-12-24(32)28(14-30)10-8-23(31)27(28,4)21(17)7-9-26(19,20)3/h14,16-17,19-22,24,29,32H,5-13H2,1-4H3/t16-,17-,19+,20-,21-,22+,24+,26+,27-,28+/m0/s1
InChI Key KPDWAMLYCQWFKU-GOXWLBPLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H40O6
Molecular Weight 472.60 g/mol
Exact Mass 472.28248899 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.62
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3aR,3bS,5aS,6R,8aS,8bS,10R,10aS)-10-hydroxy-6-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-3a,5a-dimethyl-3-oxo-1,2,3b,4,5,6,7,8,8a,8b,9,10-dodecahydroindeno[6,7-e]indene-10a-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9660 96.60%
Caco-2 - 0.6483 64.83%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8061 80.61%
OATP2B1 inhibitior - 0.7113 71.13%
OATP1B1 inhibitior + 0.8466 84.66%
OATP1B3 inhibitior + 0.9467 94.67%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior + 0.5595 55.95%
BSEP inhibitior + 0.9405 94.05%
P-glycoprotein inhibitior + 0.6055 60.55%
P-glycoprotein substrate + 0.5349 53.49%
CYP3A4 substrate + 0.7250 72.50%
CYP2C9 substrate - 0.8058 80.58%
CYP2D6 substrate - 0.8975 89.75%
CYP3A4 inhibition - 0.5881 58.81%
CYP2C9 inhibition - 0.9343 93.43%
CYP2C19 inhibition - 0.9531 95.31%
CYP2D6 inhibition - 0.9634 96.34%
CYP1A2 inhibition - 0.8230 82.30%
CYP2C8 inhibition - 0.5669 56.69%
CYP inhibitory promiscuity - 0.9374 93.74%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6430 64.30%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9561 95.61%
Skin irritation + 0.6340 63.40%
Skin corrosion - 0.9471 94.71%
Ames mutagenesis - 0.5002 50.02%
Human Ether-a-go-go-Related Gene inhibition + 0.6487 64.87%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.5095 50.95%
skin sensitisation - 0.9138 91.38%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.4938 49.38%
Acute Oral Toxicity (c) I 0.4040 40.40%
Estrogen receptor binding + 0.7788 77.88%
Androgen receptor binding + 0.7917 79.17%
Thyroid receptor binding + 0.5938 59.38%
Glucocorticoid receptor binding + 0.8548 85.48%
Aromatase binding + 0.7371 73.71%
PPAR gamma + 0.5844 58.44%
Honey bee toxicity - 0.7780 77.80%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9702 97.02%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.61% 95.56%
CHEMBL204 P00734 Thrombin 92.90% 96.01%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.92% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.27% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.99% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.19% 100.00%
CHEMBL2581 P07339 Cathepsin D 90.09% 98.95%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.76% 93.04%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.07% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.02% 91.11%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.76% 98.75%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.53% 93.03%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.26% 90.08%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.53% 90.71%
CHEMBL299 P17252 Protein kinase C alpha 83.38% 98.03%
CHEMBL5028 O14672 ADAM10 83.31% 97.50%
CHEMBL1937 Q92769 Histone deacetylase 2 83.07% 94.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.88% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.67% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.44% 89.00%
CHEMBL228 P31645 Serotonin transporter 81.09% 95.51%
CHEMBL226 P30542 Adenosine A1 receptor 80.86% 95.93%
CHEMBL2996 Q05655 Protein kinase C delta 80.54% 97.79%
CHEMBL1871 P10275 Androgen Receptor 80.35% 96.43%

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.
Withania aristata

Cross-Links

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PubChem 70686221
LOTUS LTS0273997
wikiData Q105144134