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(22R,23R)-22-(4-hydroxyphenyl)-23-[(1S,8R,9R,16S)-4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaen-9-yl]-13-oxahexacyclo[16.3.2.05,21.06,11.012,20.014,19]tricosa-1,3,5(21),6(11),7,9,12(20),14,16,18-decaene-2,4,8,16-tetrol

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 0a77ecea-0d29-40b6-8109-4647166e2909
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (22R,23R)-22-(4-hydroxyphenyl)-23-[(1S,8R,9R,16S)-4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaen-9-yl]-13-oxahexacyclo[16.3.2.05,21.06,11.012,20.014,19]tricosa-1,3,5(21),6(11),7,9,12(20),14,16,18-decaene-2,4,8,16-tetrol
SMILES (Canonical) C1=CC(=CC=C1C2C(C3=C4C(C(OC4=CC(=C3)O)C5=CC=C(C=C5)O)C6=C2C(=CC(=C6)O)O)C7C(C8=C(C=C(C9=C8C1=C(C2=C9C=C(C=C2)O)OC2=CC(=CC7=C21)O)O)O)C1=CC=C(C=C1)O)O
SMILES (Isomeric) C1=CC(=CC=C1[C@H]2[C@H](C3=C4[C@@H]([C@H](OC4=CC(=C3)O)C5=CC=C(C=C5)O)C6=C2C(=CC(=C6)O)O)[C@@H]7[C@@H](C8=C(C=C(C9=C8C1=C(C2=C9C=C(C=C2)O)OC2=CC(=CC7=C21)O)O)O)C1=CC=C(C=C1)O)O
InChI InChI=1S/C56H38O12/c57-26-7-1-23(2-8-26)43-46-35(16-30(61)19-38(46)64)51-47-36(17-31(62)20-41(47)67-55(51)25-5-11-28(59)12-6-25)49(43)50-37-18-32(63)21-42-48(37)54-53-45(34-15-29(60)13-14-33(34)56(54)68-42)39(65)22-40(66)52(53)44(50)24-3-9-27(58)10-4-24/h1-22,43-44,49-51,55,57-66H/t43-,44+,49+,50+,51+,55-/m1/s1
InChI Key MHXQOSXHVFCPEQ-XRGRYIOXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C56H38O12
Molecular Weight 902.90 g/mol
Exact Mass 902.23632664 g/mol
Topological Polar Surface Area (TPSA) 225.00 Ų
XlogP 10.40
Atomic LogP (AlogP) 11.37
H-Bond Acceptor 12
H-Bond Donor 10
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (22R,23R)-22-(4-hydroxyphenyl)-23-[(1S,8R,9R,16S)-4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaen-9-yl]-13-oxahexacyclo[16.3.2.05,21.06,11.012,20.014,19]tricosa-1,3,5(21),6(11),7,9,12(20),14,16,18-decaene-2,4,8,16-tetrol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9795 97.95%
Caco-2 - 0.8868 88.68%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6549 65.49%
OATP2B1 inhibitior - 0.5560 55.60%
OATP1B1 inhibitior + 0.7525 75.25%
OATP1B3 inhibitior - 0.2844 28.44%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7713 77.13%
P-glycoprotein inhibitior + 0.7304 73.04%
P-glycoprotein substrate + 0.6064 60.64%
CYP3A4 substrate + 0.6512 65.12%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate + 0.4075 40.75%
CYP3A4 inhibition + 0.6046 60.46%
CYP2C9 inhibition + 0.8654 86.54%
CYP2C19 inhibition + 0.8323 83.23%
CYP2D6 inhibition - 0.8061 80.61%
CYP1A2 inhibition + 0.8273 82.73%
CYP2C8 inhibition + 0.8123 81.23%
CYP inhibitory promiscuity + 0.9045 90.45%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.4530 45.30%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.8344 83.44%
Skin irritation + 0.5182 51.82%
Skin corrosion - 0.9311 93.11%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8373 83.73%
Micronuclear + 0.8400 84.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.7943 79.43%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.4613 46.13%
Acute Oral Toxicity (c) III 0.4055 40.55%
Estrogen receptor binding + 0.8042 80.42%
Androgen receptor binding + 0.8283 82.83%
Thyroid receptor binding + 0.6530 65.30%
Glucocorticoid receptor binding + 0.6623 66.23%
Aromatase binding - 0.5192 51.92%
PPAR gamma + 0.7698 76.98%
Honey bee toxicity - 0.7477 74.77%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9554 95.54%

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 99.51% 91.11%
CHEMBL242 Q92731 Estrogen receptor beta 98.14% 98.35%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.56% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.75% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.73% 99.15%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.14% 99.23%
CHEMBL1951 P21397 Monoamine oxidase A 90.77% 91.49%
CHEMBL2581 P07339 Cathepsin D 90.14% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.48% 95.56%
CHEMBL3194 P02766 Transthyretin 87.56% 90.71%
CHEMBL4530 P00488 Coagulation factor XIII 82.08% 96.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.21% 95.78%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.83% 97.33%

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.
Vitis amurensis

Cross-Links

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PubChem 162905181
LOTUS LTS0263978
wikiData Q105164372