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(1S,2R,4S,10R,11R,18S)-4-(3,5-dihydroxyphenyl)-2,10,18-tris(4-hydroxyphenyl)-1,10,11,18-tetramethyl-9-oxahexacyclo[9.7.2.02,4.05,19.08,20.012,17]icosa-5(19),6,8(20),12(17),13,15-hexaene-6,14,16-triol

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 4481f379-b6a3-4785-b151-803d3ff67b5f
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (1S,2R,4S,10R,11R,18S)-4-(3,5-dihydroxyphenyl)-2,10,18-tris(4-hydroxyphenyl)-1,10,11,18-tetramethyl-9-oxahexacyclo[9.7.2.02,4.05,19.08,20.012,17]icosa-5(19),6,8(20),12(17),13,15-hexaene-6,14,16-triol
SMILES (Canonical) CC1(C2=C(C=C(C=C2O)O)C3(C4=C(C=C(C5=C4C1(C6(C5(C6)C7=CC(=CC(=C7)O)O)C8=CC=C(C=C8)O)C)O)OC3(C)C9=CC=C(C=C9)O)C)C1=CC=C(C=C1)O
SMILES (Isomeric) C[C@]1(C2=C(C=C(C=C2O)O)[C@@]3(C4=C(C=C(C5=C4[C@@]1([C@]6([C@]5(C6)C7=CC(=CC(=C7)O)O)C8=CC=C(C=C8)O)C)O)O[C@]3(C)C9=CC=C(C=C9)O)C)C1=CC=C(C=C1)O
InChI InChI=1S/C47H40O9/c1-42(24-5-11-28(48)12-6-24)38-34(20-33(53)21-35(38)54)43(2)40-37(56-45(43,4)25-7-13-29(49)14-8-25)22-36(55)39-41(40)44(42,3)47(26-9-15-30(50)16-10-26)23-46(39,47)27-17-31(51)19-32(52)18-27/h5-22,48-55H,23H2,1-4H3/t42-,43-,44+,45-,46-,47-/m1/s1
InChI Key DHIYJTQILBUIIH-KKMSDNARSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H40O9
Molecular Weight 748.80 g/mol
Exact Mass 748.26723285 g/mol
Topological Polar Surface Area (TPSA) 171.00 Ų
XlogP 9.00
Atomic LogP (AlogP) 8.16
H-Bond Acceptor 9
H-Bond Donor 8
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,4S,10R,11R,18S)-4-(3,5-dihydroxyphenyl)-2,10,18-tris(4-hydroxyphenyl)-1,10,11,18-tetramethyl-9-oxahexacyclo[9.7.2.02,4.05,19.08,20.012,17]icosa-5(19),6,8(20),12(17),13,15-hexaene-6,14,16-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9765 97.65%
Caco-2 - 0.7799 77.99%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.5129 51.29%
OATP2B1 inhibitior - 0.8523 85.23%
OATP1B1 inhibitior + 0.8423 84.23%
OATP1B3 inhibitior + 0.9110 91.10%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9754 97.54%
P-glycoprotein inhibitior + 0.7795 77.95%
P-glycoprotein substrate - 0.5000 50.00%
CYP3A4 substrate + 0.6371 63.71%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate + 0.5000 50.00%
CYP3A4 inhibition - 0.5954 59.54%
CYP2C9 inhibition + 0.5870 58.70%
CYP2C19 inhibition + 0.5450 54.50%
CYP2D6 inhibition - 0.8590 85.90%
CYP1A2 inhibition + 0.7113 71.13%
CYP2C8 inhibition + 0.8641 86.41%
CYP inhibitory promiscuity + 0.8725 87.25%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.4460 44.60%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.7325 73.25%
Skin irritation - 0.7078 70.78%
Skin corrosion - 0.9048 90.48%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9297 92.97%
Micronuclear + 0.5200 52.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.8560 85.60%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.7170 71.70%
Acute Oral Toxicity (c) III 0.4763 47.63%
Estrogen receptor binding + 0.8245 82.45%
Androgen receptor binding + 0.8111 81.11%
Thyroid receptor binding + 0.7158 71.58%
Glucocorticoid receptor binding + 0.7345 73.45%
Aromatase binding + 0.6911 69.11%
PPAR gamma + 0.7303 73.03%
Honey bee toxicity - 0.8519 85.19%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.9874 98.74%

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 98.64% 91.11%
CHEMBL2581 P07339 Cathepsin D 91.80% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 90.13% 93.99%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.38% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.36% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 86.22% 93.40%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.12% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.76% 95.56%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 84.45% 93.10%
CHEMBL3401 O75469 Pregnane X receptor 84.43% 94.73%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.11% 91.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.28% 99.15%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 82.97% 85.00%
CHEMBL4208 P20618 Proteasome component C5 82.58% 90.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.38% 82.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.06% 94.00%
CHEMBL4973 P43004 Excitatory amino acid transporter 2 80.57% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.54% 95.89%

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.
Paeonia lactiflora
Paeonia suffruticosa

Cross-Links

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PubChem 101203677
LOTUS LTS0181985
wikiData Q104980215