(1S,4S,7S,8R,9R,10S,11R,14R)-7-(furan-3-yl)-8,11-dihydroxy-9-methyl-6,16-dioxatetracyclo[8.7.0.01,14.04,9]heptadec-12-ene-5,15-dione

Details

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Internal ID 34db5176-3787-40f7-8a33-61bb9e56db35
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (1S,4S,7S,8R,9R,10S,11R,14R)-7-(furan-3-yl)-8,11-dihydroxy-9-methyl-6,16-dioxatetracyclo[8.7.0.01,14.04,9]heptadec-12-ene-5,15-dione
SMILES (Canonical) CC12C(CCC34C1C(C=CC3C(=O)OC4)O)C(=O)OC(C2O)C5=COC=C5
SMILES (Isomeric) C[C@]12[C@H](CC[C@]34[C@@H]1[C@@H](C=C[C@H]3C(=O)OC4)O)C(=O)O[C@H]([C@@H]2O)C5=COC=C5
InChI InChI=1S/C20H22O7/c1-19-11(18(24)27-14(16(19)22)10-5-7-25-8-10)4-6-20-9-26-17(23)12(20)2-3-13(21)15(19)20/h2-3,5,7-8,11-16,21-22H,4,6,9H2,1H3/t11-,12+,13-,14+,15-,16+,19+,20-/m1/s1
InChI Key IQUJFSKKVRRPNT-YRIGGZFGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H22O7
Molecular Weight 374.40 g/mol
Exact Mass 374.13655304 g/mol
Topological Polar Surface Area (TPSA) 106.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 1.36
H-Bond Acceptor 7
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,4S,7S,8R,9R,10S,11R,14R)-7-(furan-3-yl)-8,11-dihydroxy-9-methyl-6,16-dioxatetracyclo[8.7.0.01,14.04,9]heptadec-12-ene-5,15-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9505 95.05%
Caco-2 - 0.7142 71.42%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8700 87.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7443 74.43%
OATP1B3 inhibitior + 0.9533 95.33%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.7542 75.42%
P-glycoprotein inhibitior - 0.7262 72.62%
P-glycoprotein substrate - 0.5905 59.05%
CYP3A4 substrate + 0.6471 64.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8171 81.71%
CYP3A4 inhibition - 0.7665 76.65%
CYP2C9 inhibition - 0.7403 74.03%
CYP2C19 inhibition - 0.8498 84.98%
CYP2D6 inhibition - 0.9272 92.72%
CYP1A2 inhibition - 0.7591 75.91%
CYP2C8 inhibition - 0.6113 61.13%
CYP inhibitory promiscuity - 0.7851 78.51%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.4196 41.96%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.9749 97.49%
Skin irritation - 0.6382 63.82%
Skin corrosion - 0.8805 88.05%
Ames mutagenesis - 0.6770 67.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3657 36.57%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.7750 77.50%
skin sensitisation - 0.8836 88.36%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.7499 74.99%
Acute Oral Toxicity (c) I 0.4034 40.34%
Estrogen receptor binding + 0.8636 86.36%
Androgen receptor binding + 0.5986 59.86%
Thyroid receptor binding - 0.5732 57.32%
Glucocorticoid receptor binding + 0.7300 73.00%
Aromatase binding + 0.6231 62.31%
PPAR gamma + 0.5923 59.23%
Honey bee toxicity - 0.8329 83.29%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9818 98.18%

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
CHEMBL4040 P28482 MAP kinase ERK2 98.36% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.35% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.09% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.11% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.03% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.76% 96.09%
CHEMBL2581 P07339 Cathepsin D 90.09% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.68% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.36% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.69% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.03% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.84% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.06% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.51% 97.25%

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.
Salvia splendens

Cross-Links

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PubChem 52914116
LOTUS LTS0057991
wikiData Q105118607