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(1S,2R,6S,7R,9R,11S,12S,15S,16S)-6,15-dihydroxy-15-[(1R,4R,5R,7R)-4-hydroxy-4,5-dimethyl-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 8b36b459-205f-4786-8892-703bbc1f2b38
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
IUPAC Name (1S,2R,6S,7R,9R,11S,12S,15S,16S)-6,15-dihydroxy-15-[(1R,4R,5R,7R)-4-hydroxy-4,5-dimethyl-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(C4CC5(CC4OC(=O)C5(C)O)C)O)CC6C7(C3(C(=O)C=CC7O)C)O6
SMILES (Isomeric) C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@]2([C@@H]4C[C@@]5(C[C@H]4OC(=O)[C@]5(C)O)C)O)C[C@@H]6[C@]7([C@@]3(C(=O)C=C[C@@H]7O)C)O6
InChI InChI=1S/C28H38O7/c1-23-12-17(18(13-23)34-22(31)26(23,4)32)27(33)10-8-15-14-11-21-28(35-21)20(30)6-5-19(29)25(28,3)16(14)7-9-24(15,27)2/h5-6,14-18,20-21,30,32-33H,7-13H2,1-4H3/t14-,15-,16-,17+,18+,20-,21+,23+,24-,25-,26-,27-,28+/m0/s1
InChI Key FKQUQCYOBZEPTK-GARHYCACSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O7
Molecular Weight 486.60 g/mol
Exact Mass 486.26175355 g/mol
Topological Polar Surface Area (TPSA) 117.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.30
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,6S,7R,9R,11S,12S,15S,16S)-6,15-dihydroxy-15-[(1R,4R,5R,7R)-4-hydroxy-4,5-dimethyl-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 - 0.7400 74.00%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7148 71.48%
OATP2B1 inhibitior - 0.8604 86.04%
OATP1B1 inhibitior + 0.8805 88.05%
OATP1B3 inhibitior + 0.8419 84.19%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8108 81.08%
BSEP inhibitior + 0.7353 73.53%
P-glycoprotein inhibitior - 0.5214 52.14%
P-glycoprotein substrate - 0.5847 58.47%
CYP3A4 substrate + 0.7230 72.30%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8931 89.31%
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 + 0.5264 52.64%
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 - 0.9574 95.74%
Skin irritation - 0.5256 52.56%
Skin corrosion - 0.8961 89.61%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5392 53.92%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.5950 59.50%
skin sensitisation - 0.8681 86.81%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.7205 72.05%
Acute Oral Toxicity (c) I 0.5811 58.11%
Estrogen receptor binding + 0.8370 83.70%
Androgen receptor binding + 0.7744 77.44%
Thyroid receptor binding + 0.5895 58.95%
Glucocorticoid receptor binding + 0.7980 79.80%
Aromatase binding + 0.7411 74.11%
PPAR gamma + 0.5583 55.83%
Honey bee toxicity - 0.7166 71.66%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5800 58.00%
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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.18% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.17% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.48% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.92% 97.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.52% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.25% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.43% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.93% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.26% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.06% 82.69%
CHEMBL1871 P10275 Androgen Receptor 84.03% 96.43%
CHEMBL332 P03956 Matrix metalloproteinase-1 83.29% 94.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.59% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.25% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.63% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.57% 92.62%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.54% 97.28%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.05% 96.61%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.02% 99.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.63% 93.04%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.24% 94.00%

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.
Duhaldea cappa
Tubocapsicum anomalum

Cross-Links

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PubChem 16680448
LOTUS LTS0019649
wikiData Q105113257