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(1S,2R,6S,7R,9R,11R,14R,15S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-6,14-dihydroxy-2,15-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-12(16)-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 4af68730-ca42-4aa8-a414-c6fbcd726433
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > 5,6-epoxysteroids
IUPAC Name (1S,2R,6S,7R,9R,11R,14R,15S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-6,14-dihydroxy-2,15-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-12(16)-en-3-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2(C(CC3=C2CCC4C3CC5C6(C4(C(=O)CCC6O)C)O5)O)C)C
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@@H](C)[C@@]2([C@@H](CC3=C2CC[C@H]4[C@H]3C[C@@H]5[C@]6([C@@]4(C(=O)CC[C@@H]6O)C)O5)O)C)C
InChI InChI=1S/C28H38O6/c1-13-10-20(33-25(32)14(13)2)15(3)26(4)18-6-7-19-17(16(18)11-23(26)31)12-24-28(34-24)22(30)9-8-21(29)27(19,28)5/h15,17,19-20,22-24,30-31H,6-12H2,1-5H3/t15-,17+,19+,20-,22+,23-,24-,26+,27+,28-/m1/s1
InChI Key LCJGJQOFPJVWQI-RODDKVAYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O6
Molecular Weight 470.60 g/mol
Exact Mass 470.26683893 g/mol
Topological Polar Surface Area (TPSA) 96.40 Ų
XlogP 2.00
Atomic LogP (AlogP) 3.64
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,6S,7R,9R,11R,14R,15S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-6,14-dihydroxy-2,15-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-12(16)-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 + 0.9676 96.76%
Caco-2 - 0.6291 62.91%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7366 73.66%
OATP2B1 inhibitior - 0.8582 85.82%
OATP1B1 inhibitior + 0.8623 86.23%
OATP1B3 inhibitior + 0.9293 92.93%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5874 58.74%
BSEP inhibitior + 0.8480 84.80%
P-glycoprotein inhibitior - 0.4370 43.70%
P-glycoprotein substrate - 0.5110 51.10%
CYP3A4 substrate + 0.7007 70.07%
CYP2C9 substrate - 0.8303 83.03%
CYP2D6 substrate - 0.8894 88.94%
CYP3A4 inhibition - 0.7729 77.29%
CYP2C9 inhibition - 0.8558 85.58%
CYP2C19 inhibition - 0.9048 90.48%
CYP2D6 inhibition - 0.9542 95.42%
CYP1A2 inhibition - 0.7501 75.01%
CYP2C8 inhibition + 0.5362 53.62%
CYP inhibitory promiscuity - 0.9749 97.49%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4991 49.91%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9393 93.93%
Skin irritation + 0.5834 58.34%
Skin corrosion - 0.9056 90.56%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4271 42.71%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.5711 57.11%
skin sensitisation - 0.8314 83.14%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.8541 85.41%
Acute Oral Toxicity (c) I 0.3518 35.18%
Estrogen receptor binding + 0.8415 84.15%
Androgen receptor binding + 0.7402 74.02%
Thyroid receptor binding + 0.5232 52.32%
Glucocorticoid receptor binding + 0.8289 82.89%
Aromatase binding + 0.7072 70.72%
PPAR gamma + 0.5702 57.02%
Honey bee toxicity - 0.7663 76.63%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9803 98.03%

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 98.89% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.88% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 93.63% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.16% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.60% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.04% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.49% 97.25%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.18% 93.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.91% 91.11%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.40% 90.08%
CHEMBL1951 P21397 Monoamine oxidase A 85.30% 91.49%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.93% 90.71%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.67% 100.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.60% 93.03%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.92% 85.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.82% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.64% 97.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.53% 95.89%
CHEMBL2581 P07339 Cathepsin D 81.36% 98.95%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.48% 93.04%

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.
Tubocapsicum anomalum

Cross-Links

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PubChem 16680536
LOTUS LTS0169211
wikiData Q105149857