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(1S,2R,7S,9R,11S,12S,15R,16S)-15-hydroxy-15-[(1R,4R,5R,7S)-4-hydroxy-4,5,7-trimethyl-3-oxo-2-oxabicyclo[3.2.1]octan-7-yl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one

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 7123ba65-e98c-43b0-ac0d-8e49e7b91bc8
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1S,2R,7S,9R,11S,12S,15R,16S)-15-hydroxy-15-[(1R,4R,5R,7S)-4-hydroxy-4,5,7-trimethyl-3-oxo-2-oxabicyclo[3.2.1]octan-7-yl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one
SMILES (Canonical) CC12CCC3C(C1CCC2(C4(CC5(CC4OC(=O)C5(C)O)C)C)O)CC6C7(C3(C(=O)C=CC7)C)O6
SMILES (Isomeric) C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@]2([C@]4(C[C@@]5(C[C@H]4OC(=O)[C@]5(C)O)C)C)O)C[C@@H]6[C@]7([C@@]3(C(=O)C=CC7)C)O6
InChI InChI=1S/C29H40O6/c1-23-14-21(34-22(31)27(23,5)32)25(3,15-23)29(33)12-9-17-16-13-20-28(35-20)10-6-7-19(30)26(28,4)18(16)8-11-24(17,29)2/h6-7,16-18,20-21,32-33H,8-15H2,1-5H3/t16-,17-,18-,20+,21+,23-,24-,25-,26-,27-,28+,29+/m0/s1
InChI Key KCIHFQQNGIVHPY-ZIUHWOJDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O6
Molecular Weight 484.60 g/mol
Exact Mass 484.28248899 g/mol
Topological Polar Surface Area (TPSA) 96.40 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.72
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,7S,9R,11S,12S,15R,16S)-15-hydroxy-15-[(1R,4R,5R,7S)-4-hydroxy-4,5,7-trimethyl-3-oxo-2-oxabicyclo[3.2.1]octan-7-yl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9471 94.71%
Caco-2 - 0.6517 65.17%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7148 71.48%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8823 88.23%
OATP1B3 inhibitior + 0.8419 84.19%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8108 81.08%
BSEP inhibitior + 0.8613 86.13%
P-glycoprotein inhibitior + 0.5816 58.16%
P-glycoprotein substrate + 0.5159 51.59%
CYP3A4 substrate + 0.7157 71.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8961 89.61%
CYP3A4 inhibition - 0.6861 68.61%
CYP2C9 inhibition - 0.8823 88.23%
CYP2C19 inhibition - 0.8857 88.57%
CYP2D6 inhibition - 0.9620 96.20%
CYP1A2 inhibition - 0.7903 79.03%
CYP2C8 inhibition + 0.5396 53.96%
CYP inhibitory promiscuity - 0.9817 98.17%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5713 57.13%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9452 94.52%
Skin irritation - 0.5256 52.56%
Skin corrosion - 0.8961 89.61%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6874 68.74%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.5836 58.36%
skin sensitisation - 0.8681 86.81%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.5301 53.01%
Acute Oral Toxicity (c) I 0.5811 58.11%
Estrogen receptor binding + 0.8249 82.49%
Androgen receptor binding + 0.7925 79.25%
Thyroid receptor binding + 0.6358 63.58%
Glucocorticoid receptor binding + 0.7800 78.00%
Aromatase binding + 0.7911 79.11%
PPAR gamma + 0.5856 58.56%
Honey bee toxicity - 0.7786 77.86%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9757 97.57%

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 96.96% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.39% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.19% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.70% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.18% 85.14%
CHEMBL2996 Q05655 Protein kinase C delta 91.62% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.68% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.63% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.56% 100.00%
CHEMBL4208 P20618 Proteasome component C5 87.19% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.83% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.66% 94.00%
CHEMBL1937 Q92769 Histone deacetylase 2 84.83% 94.75%
CHEMBL259 P32245 Melanocortin receptor 4 84.14% 95.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.28% 86.33%
CHEMBL332 P03956 Matrix metalloproteinase-1 81.47% 94.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.43% 95.89%

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.
Discopodium penninervium

Cross-Links

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PubChem 101027516
LOTUS LTS0211220
wikiData Q105138754