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(1S,2R,7R,9S,11R,12S,13S,16S)-13-hydroxy-15-[(1S)-1-[(1S,2R,4S,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadeca-4,14-dien-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 de472288-bb85-432e-982b-ce6a2824a8b9
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > 5,6-epoxysteroids
IUPAC Name (1S,2R,7R,9S,11R,12S,13S,16S)-13-hydroxy-15-[(1S)-1-[(1S,2R,4S,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadeca-4,14-dien-3-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H38O6/c1-14(19-13-25(3)27(5,34-25)23(31)32-19)17-12-18(29)22-15-11-21-28(33-21)9-6-7-20(30)26(28,4)16(15)8-10-24(17,22)2/h6-7,12,14-16,18-19,21-23,29,31H,8-11,13H2,1-5H3/t14-,15+,16-,18-,19-,21-,22+,23+,24+,25-,26-,27+,28-/m0/s1
InChI Key YSQAQXCFSXPGGZ-HMBWSTNGSA-N
Popularity 2 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) 91.80 Ų
XlogP 2.40
Atomic LogP (AlogP) 3.30
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,7R,9S,11R,12S,13S,16S)-13-hydroxy-15-[(1S)-1-[(1S,2R,4S,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadeca-4,14-dien-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 + 0.9474 94.74%
Caco-2 - 0.6527 65.27%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6623 66.23%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8434 84.34%
OATP1B3 inhibitior + 0.9718 97.18%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8688 86.88%
P-glycoprotein inhibitior - 0.4304 43.04%
P-glycoprotein substrate + 0.5741 57.41%
CYP3A4 substrate + 0.7146 71.46%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8710 87.10%
CYP3A4 inhibition - 0.9214 92.14%
CYP2C9 inhibition - 0.9041 90.41%
CYP2C19 inhibition - 0.9028 90.28%
CYP2D6 inhibition - 0.9487 94.87%
CYP1A2 inhibition + 0.5164 51.64%
CYP2C8 inhibition + 0.6369 63.69%
CYP inhibitory promiscuity - 0.9394 93.94%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5406 54.06%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9605 96.05%
Skin irritation + 0.5615 56.15%
Skin corrosion - 0.9137 91.37%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3591 35.91%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.5092 50.92%
skin sensitisation - 0.7905 79.05%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.5693 56.93%
Acute Oral Toxicity (c) IV 0.3386 33.86%
Estrogen receptor binding + 0.8041 80.41%
Androgen receptor binding + 0.7624 76.24%
Thyroid receptor binding + 0.6559 65.59%
Glucocorticoid receptor binding + 0.7568 75.68%
Aromatase binding + 0.7352 73.52%
PPAR gamma + 0.5863 58.63%
Honey bee toxicity - 0.7466 74.66%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9758 97.58%

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 96.25% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.89% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.34% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.88% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.46% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.41% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.67% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.37% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 88.57% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.32% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 86.77% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.84% 95.89%
CHEMBL4208 P20618 Proteasome component C5 85.65% 90.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.57% 92.88%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.33% 99.23%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.07% 96.77%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 84.95% 86.00%
CHEMBL259 P32245 Melanocortin receptor 4 84.59% 95.38%
CHEMBL1871 P10275 Androgen Receptor 83.98% 96.43%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.73% 90.71%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.36% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.83% 89.00%

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.
Salpichroa origanifolia

Cross-Links

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PubChem 163190712
LOTUS LTS0109708
wikiData Q105360547