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(6R,7R)-15-hydroxy-7-(4-hydroxy-3,5-dimethoxyphenyl)-6-(hydroxymethyl)-2,19,19-trimethyl-5,8,18-trioxa-2-azapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1(14),3(12),4(9),10,15,17(22),20-heptaen-13-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 8f9b5760-d272-4eff-bf24-0e2e64f42651
Taxonomy Organoheterocyclic compounds > Benzodioxanes > Phenylbenzodioxanes > Phenylbenzo-1,4-dioxanes
IUPAC Name (6R,7R)-15-hydroxy-7-(4-hydroxy-3,5-dimethoxyphenyl)-6-(hydroxymethyl)-2,19,19-trimethyl-5,8,18-trioxa-2-azapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1(14),3(12),4(9),10,15,17(22),20-heptaen-13-one
SMILES (Canonical) CC1(C=CC2=C(O1)C=C(C3=C2N(C4=C(C3=O)C=CC5=C4OC(C(O5)C6=CC(=C(C(=C6)OC)O)OC)CO)C)O)C
SMILES (Isomeric) CC1(C=CC2=C(O1)C=C(C3=C2N(C4=C(C3=O)C=CC5=C4O[C@@H]([C@H](O5)C6=CC(=C(C(=C6)OC)O)OC)CO)C)O)C
InChI InChI=1S/C30H29NO9/c1-30(2)9-8-15-19(40-30)12-17(33)23-24(15)31(3)25-16(26(23)34)6-7-18-29(25)39-22(13-32)28(38-18)14-10-20(36-4)27(35)21(11-14)37-5/h6-12,22,28,32-33,35H,13H2,1-5H3/t22-,28-/m1/s1
InChI Key YCYRMTDEEUGSQO-SKCUWOTOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H29NO9
Molecular Weight 547.60 g/mol
Exact Mass 547.18423150 g/mol
Topological Polar Surface Area (TPSA) 127.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.18
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (6R,7R)-15-hydroxy-7-(4-hydroxy-3,5-dimethoxyphenyl)-6-(hydroxymethyl)-2,19,19-trimethyl-5,8,18-trioxa-2-azapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1(14),3(12),4(9),10,15,17(22),20-heptaen-13-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8406 84.06%
Caco-2 - 0.7612 76.12%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.5464 54.64%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8355 83.55%
OATP1B3 inhibitior + 0.9174 91.74%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9854 98.54%
P-glycoprotein inhibitior + 0.8404 84.04%
P-glycoprotein substrate + 0.6412 64.12%
CYP3A4 substrate + 0.6845 68.45%
CYP2C9 substrate - 0.7983 79.83%
CYP2D6 substrate - 0.8518 85.18%
CYP3A4 inhibition - 0.5793 57.93%
CYP2C9 inhibition - 0.6596 65.96%
CYP2C19 inhibition - 0.5730 57.30%
CYP2D6 inhibition - 0.8244 82.44%
CYP1A2 inhibition - 0.5101 51.01%
CYP2C8 inhibition + 0.5657 56.57%
CYP inhibitory promiscuity + 0.6285 62.85%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4347 43.47%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.8548 85.48%
Skin irritation - 0.8415 84.15%
Skin corrosion - 0.9475 94.75%
Ames mutagenesis + 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7808 78.08%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.5839 58.39%
skin sensitisation - 0.8640 86.40%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.7956 79.56%
Acute Oral Toxicity (c) III 0.6599 65.99%
Estrogen receptor binding + 0.8152 81.52%
Androgen receptor binding + 0.6983 69.83%
Thyroid receptor binding + 0.6905 69.05%
Glucocorticoid receptor binding + 0.8775 87.75%
Aromatase binding + 0.7217 72.17%
PPAR gamma + 0.7063 70.63%
Honey bee toxicity - 0.7426 74.26%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity - 0.4769 47.69%

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 99.40% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.35% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.72% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.87% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.67% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.87% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.22% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.36% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.94% 86.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.57% 86.92%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.18% 92.62%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.26% 93.99%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.23% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.06% 95.89%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.99% 89.62%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.83% 99.15%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.20% 99.23%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.08% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.87% 99.17%

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.
Citrus × aurantium
Citrus maxima

Cross-Links

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PubChem 15346755
LOTUS LTS0178515
wikiData Q104402066