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(1R,5R,6R,7S,13S,15R,20S,21R)-5,13-bis(3,4-dihydroxyphenyl)-7-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,16,18-pentaene-6,9,17,19,21-pentol

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 74410b31-f786-4adc-8ec3-b41b4f5f0bd1
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name (1R,5R,6R,7S,13S,15R,20S,21R)-5,13-bis(3,4-dihydroxyphenyl)-7-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,16,18-pentaene-6,9,17,19,21-pentol
SMILES (Canonical) C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=C3C(=CC5=C4C6C7C(C=C(C=C7O)O)OC(C6O)(O5)C8=CC(=C(C=C8)O)O)O)C9=CC(=C(C=C9)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O
SMILES (Isomeric) C1[C@H]([C@H](OC2=C1C(=CC(=C2[C@@H]3[C@H]([C@H](OC4=C3C(=CC5=C4[C@H]6[C@H]7[C@@H](C=C(C=C7O)O)O[C@]([C@@H]6O)(O5)C8=CC(=C(C=C8)O)O)O)C9=CC(=C(C=C9)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O
InChI InChI=1S/C45H38O18/c46-18-10-27(54)33-31(11-18)62-45(17-3-6-22(49)26(53)9-17)44(59)38(33)36-32(63-45)14-29(56)35-37(39(58)41(61-43(35)36)16-2-5-21(48)25(52)8-16)34-28(55)13-23(50)19-12-30(57)40(60-42(19)34)15-1-4-20(47)24(51)7-15/h1-11,13-14,30-31,33,37-41,44,46-59H,12H2/t30-,31-,33-,37+,38-,39-,40-,41-,44-,45+/m1/s1
InChI Key SMAJFDDDFPFRSE-LQXFSAJCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C45H38O18
Molecular Weight 866.80 g/mol
Exact Mass 866.20581436 g/mol
Topological Polar Surface Area (TPSA) 320.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 4.30
H-Bond Acceptor 18
H-Bond Donor 14
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,5R,6R,7S,13S,15R,20S,21R)-5,13-bis(3,4-dihydroxyphenyl)-7-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,16,18-pentaene-6,9,17,19,21-pentol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8389 83.89%
Caco-2 - 0.8904 89.04%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.4754 47.54%
OATP2B1 inhibitior - 0.7107 71.07%
OATP1B1 inhibitior + 0.8723 87.23%
OATP1B3 inhibitior + 0.9037 90.37%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8611 86.11%
P-glycoprotein inhibitior + 0.7123 71.23%
P-glycoprotein substrate + 0.5616 56.16%
CYP3A4 substrate + 0.6924 69.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7710 77.10%
CYP3A4 inhibition - 0.8644 86.44%
CYP2C9 inhibition - 0.7687 76.87%
CYP2C19 inhibition - 0.7575 75.75%
CYP2D6 inhibition - 0.9281 92.81%
CYP1A2 inhibition - 0.9636 96.36%
CYP2C8 inhibition + 0.7876 78.76%
CYP inhibitory promiscuity - 0.8532 85.32%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5472 54.72%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.8903 89.03%
Skin irritation - 0.6517 65.17%
Skin corrosion - 0.9283 92.83%
Ames mutagenesis + 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8539 85.39%
Micronuclear + 0.7759 77.59%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.7311 73.11%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.6339 63.39%
Acute Oral Toxicity (c) IV 0.4463 44.63%
Estrogen receptor binding + 0.7935 79.35%
Androgen receptor binding + 0.7697 76.97%
Thyroid receptor binding + 0.5898 58.98%
Glucocorticoid receptor binding + 0.5733 57.33%
Aromatase binding + 0.5563 55.63%
PPAR gamma + 0.7493 74.93%
Honey bee toxicity - 0.6612 66.12%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9287 92.87%

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 99.76% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 99.33% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.89% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.94% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.28% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.03% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 89.03% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.97% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 88.15% 95.93%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.10% 94.62%
CHEMBL233 P35372 Mu opioid receptor 86.63% 97.93%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.58% 99.15%
CHEMBL2535 P11166 Glucose transporter 85.07% 98.75%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 84.72% 85.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.38% 95.56%

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.
Cinnamomum verum

Cross-Links

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PubChem 162935107
LOTUS LTS0112558
wikiData Q105255790