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(9S)-5,9-dihydroxy-2-methyl-9-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]-8H-pyrano[2,3-g][1]benzoxepin-4-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 a3f57581-e186-4e7c-8022-279fe55ae31a
Taxonomy Organoheterocyclic compounds > Benzoxepines
IUPAC Name (9S)-5,9-dihydroxy-2-methyl-9-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]-8H-pyrano[2,3-g][1]benzoxepin-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H34O16/c1-10-4-12(29)17-13(30)5-14-11(24(17)41-10)2-3-27(37,8-39-14)9-40-26-23(36)21(34)19(32)16(43-26)7-38-25-22(35)20(33)18(31)15(6-28)42-25/h2-5,15-16,18-23,25-26,28,30-37H,6-9H2,1H3/t15-,16-,18-,19-,20+,21+,22-,23-,25-,26-,27+/m1/s1
InChI Key JOBWUMLSLUCCJM-OHJXWDBTSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H34O16
Molecular Weight 614.50 g/mol
Exact Mass 614.18468499 g/mol
Topological Polar Surface Area (TPSA) 255.00 Ų
XlogP -2.80
Atomic LogP (AlogP) -3.42
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (9S)-5,9-dihydroxy-2-methyl-9-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]-8H-pyrano[2,3-g][1]benzoxepin-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6099 60.99%
Caco-2 - 0.8992 89.92%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.4990 49.90%
OATP2B1 inhibitior - 0.8582 85.82%
OATP1B1 inhibitior + 0.8882 88.82%
OATP1B3 inhibitior + 0.9656 96.56%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6357 63.57%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.5881 58.81%
CYP3A4 substrate + 0.6516 65.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8559 85.59%
CYP3A4 inhibition - 0.9296 92.96%
CYP2C9 inhibition - 0.9464 94.64%
CYP2C19 inhibition - 0.8451 84.51%
CYP2D6 inhibition - 0.9022 90.22%
CYP1A2 inhibition - 0.8797 87.97%
CYP2C8 inhibition - 0.5843 58.43%
CYP inhibitory promiscuity - 0.8810 88.10%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6261 62.61%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9244 92.44%
Skin irritation - 0.8028 80.28%
Skin corrosion - 0.9422 94.22%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4598 45.98%
Micronuclear + 0.5733 57.33%
Hepatotoxicity - 0.6574 65.74%
skin sensitisation - 0.8333 83.33%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.7108 71.08%
Acute Oral Toxicity (c) III 0.5494 54.94%
Estrogen receptor binding + 0.8395 83.95%
Androgen receptor binding + 0.6853 68.53%
Thyroid receptor binding - 0.5728 57.28%
Glucocorticoid receptor binding + 0.5502 55.02%
Aromatase binding + 0.6845 68.45%
PPAR gamma + 0.7137 71.37%
Honey bee toxicity - 0.7686 76.86%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7350 73.50%
Fish aquatic toxicity + 0.8530 85.30%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.61% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.16% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.50% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.01% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 93.61% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.06% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.22% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.87% 97.09%
CHEMBL230 P35354 Cyclooxygenase-2 89.92% 89.63%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 89.59% 94.80%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.03% 96.77%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.96% 97.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.82% 100.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.37% 96.21%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.11% 93.04%
CHEMBL1937 Q92769 Histone deacetylase 2 86.06% 94.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.99% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.36% 86.33%
CHEMBL4581 P52732 Kinesin-like protein 1 83.67% 93.18%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 83.46% 89.34%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.04% 95.89%
CHEMBL4208 P20618 Proteasome component C5 81.65% 90.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.49% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.26% 96.09%

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.
Eranthis cilicica

Cross-Links

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PubChem 162842172
LOTUS LTS0250397
wikiData Q105132241