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Rubriflordilactone A

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 53ea4b4d-086b-4b80-b3e6-c68c47ea8f66
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
IUPAC Name (5S,8R,12R,18S,19S,20R)-6,6,19-trimethyl-18-[(2S)-4-methyl-5-oxo-2H-furan-2-yl]-7,11,17-trioxahexacyclo[14.6.1.02,14.05,12.08,12.020,23]tricosa-1,14,16(23)-trien-10-one
SMILES (Canonical) CC1C2CCC3=C4CCC5C(OC6C5(CC4=CC(=C23)OC1C7C=C(C(=O)O7)C)OC(=O)C6)(C)C
SMILES (Isomeric) C[C@H]1[C@H]2CCC3=C4CC[C@@H]5[C@]6(CC4=CC(=C23)O[C@@H]1[C@@H]7C=C(C(=O)O7)C)[C@@H](CC(=O)O6)OC5(C)C
InChI InChI=1S/C28H32O6/c1-13-9-20(32-26(13)30)25-14(2)16-5-6-18-17-7-8-21-27(3,4)33-22-11-23(29)34-28(21,22)12-15(17)10-19(31-25)24(16)18/h9-10,14,16,20-22,25H,5-8,11-12H2,1-4H3/t14-,16+,20-,21-,22+,25-,28+/m0/s1
InChI Key QFKYMFWLPPOWOB-MPHJNTCLSA-N
Popularity 13 references in papers

Physical and Chemical Properties

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Molecular Formula C28H32O6
Molecular Weight 464.50 g/mol
Exact Mass 464.21988874 g/mol
Topological Polar Surface Area (TPSA) 71.10 Ų
XlogP 4.30
Atomic LogP (AlogP) 3.95
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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(+)-Rubriflordilactone A
CHEBI:188634
(5S,8R,12R,18S,19S,20R)-6,6,19-trimethyl-18-[(2S)-4-methyl-5-oxo-2H-furan-2-yl]-7,11,17-trioxahexacyclo[14.6.1.02,14.05,12.08,12.020,23]tricosa-1,14,16(23)-trien-10-one
(5S,8R,12R,18S,19S,20R)-6,6,19-trimethyl-18-[(2S)-4-methyl-5-oxo-2H-uran-2-yl]-7,11,17-trioxahexacyclo[14.6.1.02,14.05,12.08,12.020,23]tricosa-1,14,16(23)-trien-10-one
2H-Furo[3''',2''':2'',3'']furo[3'',4'':4',5']cyclohept[1',2':4,5]indeno[7,1-bc]pyran-2-one, 11-[(2S)-2,5-dihydro-4-methyl-5-oxo-2-furanyl]-3,3a,5,5a,6,7,8,9,9a,10,11,14-dodecahydro-5,5,10-trimethyl-, (3aR,5aS,9aR,10S,11S,14aR)-

2D Structure

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2D Structure of Rubriflordilactone A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9930 99.30%
Caco-2 - 0.6896 68.96%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8409 84.09%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8469 84.69%
OATP1B3 inhibitior + 0.9026 90.26%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9742 97.42%
P-glycoprotein inhibitior + 0.7961 79.61%
P-glycoprotein substrate - 0.5132 51.32%
CYP3A4 substrate + 0.6868 68.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8652 86.52%
CYP3A4 inhibition + 0.5206 52.06%
CYP2C9 inhibition - 0.6831 68.31%
CYP2C19 inhibition - 0.5714 57.14%
CYP2D6 inhibition - 0.9104 91.04%
CYP1A2 inhibition - 0.6219 62.19%
CYP2C8 inhibition + 0.6300 63.00%
CYP inhibitory promiscuity - 0.6967 69.67%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5171 51.71%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9187 91.87%
Skin irritation - 0.7014 70.14%
Skin corrosion - 0.9028 90.28%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3936 39.36%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.7818 78.18%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.7061 70.61%
Acute Oral Toxicity (c) III 0.3587 35.87%
Estrogen receptor binding + 0.8821 88.21%
Androgen receptor binding + 0.7687 76.87%
Thyroid receptor binding + 0.5764 57.64%
Glucocorticoid receptor binding + 0.8313 83.13%
Aromatase binding + 0.6883 68.83%
PPAR gamma + 0.7839 78.39%
Honey bee toxicity - 0.7445 74.45%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.7300 73.00%
Fish aquatic toxicity + 0.9974 99.74%

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 98.66% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 96.94% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.41% 95.56%
CHEMBL2581 P07339 Cathepsin D 92.81% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.69% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.59% 93.04%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.42% 86.33%
CHEMBL1902 P62942 FK506-binding protein 1A 88.70% 97.05%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.65% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.36% 97.14%
CHEMBL217 P14416 Dopamine D2 receptor 86.25% 95.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.08% 100.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.83% 94.80%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.41% 97.33%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.40% 93.40%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.33% 95.89%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 83.11% 86.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.00% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.81% 97.25%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.69% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.65% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.65% 85.14%
CHEMBL4444 P04070 Vitamin K-dependent protein C 81.64% 93.89%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.95% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.66% 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.
Schisandra rubriflora

Cross-Links

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PubChem 11712393
LOTUS LTS0087728
wikiData Q105219630