(R)-(+)-6'-hydroxy-7'-methoxybergamottin

Details

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Internal ID c754fbfc-4d0c-4207-8190-1ec99488986f
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
IUPAC Name 4-[(E,6R)-6-hydroxy-7-methoxy-3,7-dimethyloct-2-enoxy]furo[3,2-g]chromen-7-one
SMILES (Canonical) CC(=CCOC1=C2C=CC(=O)OC2=CC3=C1C=CO3)CCC(C(C)(C)OC)O
SMILES (Isomeric) C/C(=C\COC1=C2C=CC(=O)OC2=CC3=C1C=CO3)/CC[C@H](C(C)(C)OC)O
InChI InChI=1S/C22H26O6/c1-14(5-7-19(23)22(2,3)25-4)9-11-27-21-15-6-8-20(24)28-18(15)13-17-16(21)10-12-26-17/h6,8-10,12-13,19,23H,5,7,11H2,1-4H3/b14-9+/t19-/m1/s1
InChI Key DXUCGAHPDLXISA-CECLQJIQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C22H26O6
Molecular Weight 386.40 g/mol
Exact Mass 386.17293854 g/mol
Topological Polar Surface Area (TPSA) 78.10 Ų
XlogP 3.90
Atomic LogP (AlogP) 4.43
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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CHEBI:70474
(R)-(+)-6'-hydroxy-7'-methoxybergamottin
6''-hydroxy-7''-methoxybergamottin
BDBM50335597
Q27138811

2D Structure

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2D Structure of (R)-(+)-6'-hydroxy-7'-methoxybergamottin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9913 99.13%
Caco-2 - 0.6424 64.24%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.8347 83.47%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9033 90.33%
OATP1B3 inhibitior + 0.8379 83.79%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9583 95.83%
P-glycoprotein inhibitior + 0.6814 68.14%
P-glycoprotein substrate - 0.5776 57.76%
CYP3A4 substrate + 0.6016 60.16%
CYP2C9 substrate - 0.8191 81.91%
CYP2D6 substrate - 0.7943 79.43%
CYP3A4 inhibition + 0.5451 54.51%
CYP2C9 inhibition - 0.5435 54.35%
CYP2C19 inhibition - 0.6260 62.60%
CYP2D6 inhibition - 0.7847 78.47%
CYP1A2 inhibition - 0.6149 61.49%
CYP2C8 inhibition + 0.4878 48.78%
CYP inhibitory promiscuity - 0.8315 83.15%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5640 56.40%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9525 95.25%
Skin irritation - 0.7396 73.96%
Skin corrosion - 0.9534 95.34%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8168 81.68%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.7250 72.50%
skin sensitisation - 0.8307 83.07%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.9367 93.67%
Acute Oral Toxicity (c) I 0.4579 45.79%
Estrogen receptor binding + 0.8457 84.57%
Androgen receptor binding + 0.7965 79.65%
Thyroid receptor binding + 0.6620 66.20%
Glucocorticoid receptor binding + 0.8779 87.79%
Aromatase binding + 0.7726 77.26%
PPAR gamma + 0.8361 83.61%
Honey bee toxicity - 0.7576 75.76%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9896 98.96%

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 98.37% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.42% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 94.82% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.94% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.84% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.58% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.16% 89.00%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 92.64% 94.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.65% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.51% 96.00%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 83.14% 93.65%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.35% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.04% 94.00%
CHEMBL2039 P27338 Monoamine oxidase B 81.13% 92.51%
CHEMBL1907 P15144 Aminopeptidase N 80.40% 93.31%

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 hystrix

Cross-Links

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PubChem 53316972
NPASS NPC14822
ChEMBL CHEMBL1651089
LOTUS LTS0240814
wikiData Q27138811