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(9S,16R)-6,12-dihydroxy-8,16-bis(4-hydroxyphenyl)-9-[(8R,9S,16R)-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]-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2,5,7,10(17),11,13-hexaen-4-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 0a848b8c-77fc-41f4-a709-1af878096270
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (9S,16R)-6,12-dihydroxy-8,16-bis(4-hydroxyphenyl)-9-[(8R,9S,16R)-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]-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2,5,7,10(17),11,13-hexaen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C56H40O12/c57-29-9-1-25(2-10-29)45-47-37(17-33(61)21-41(47)65)53-49-39(19-35(63)23-43(49)67-55(53)27-5-13-31(59)14-6-27)51(45)52-40-20-36(64)24-44-50(40)54(56(68-44)28-7-15-32(60)16-8-28)38-18-34(62)22-42(66)48(38)46(52)26-3-11-30(58)12-4-26/h1-24,45,51-61,63-66H/t45-,51-,52+,53?,54?,55+,56+/m1/s1
InChI Key NVSUULBFRIWWFY-AXWFQVQJSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C56H40O12
Molecular Weight 904.90 g/mol
Exact Mass 904.25197671 g/mol
Topological Polar Surface Area (TPSA) 218.00 Ų
XlogP 7.40
Atomic LogP (AlogP) 10.25
H-Bond Acceptor 12
H-Bond Donor 9
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (9S,16R)-6,12-dihydroxy-8,16-bis(4-hydroxyphenyl)-9-[(8R,9S,16R)-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]-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2,5,7,10(17),11,13-hexaen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9946 99.46%
Caco-2 - 0.8883 88.83%
Blood Brain Barrier - 0.7129 71.29%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.6682 66.82%
OATP2B1 inhibitior + 0.5784 57.84%
OATP1B1 inhibitior + 0.8248 82.48%
OATP1B3 inhibitior + 0.8505 85.05%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.9224 92.24%
P-glycoprotein inhibitior + 0.7296 72.96%
P-glycoprotein substrate - 0.6301 63.01%
CYP3A4 substrate + 0.6402 64.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8407 84.07%
CYP3A4 inhibition + 0.7352 73.52%
CYP2C9 inhibition + 0.8930 89.30%
CYP2C19 inhibition + 0.7993 79.93%
CYP2D6 inhibition - 0.8510 85.10%
CYP1A2 inhibition + 0.8456 84.56%
CYP2C8 inhibition + 0.8109 81.09%
CYP inhibitory promiscuity + 0.9640 96.40%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Danger 0.4288 42.88%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.8240 82.40%
Skin irritation - 0.5768 57.68%
Skin corrosion - 0.9427 94.27%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7981 79.81%
Micronuclear + 0.9300 93.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.7022 70.22%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.5857 58.57%
Acute Oral Toxicity (c) II 0.3824 38.24%
Estrogen receptor binding + 0.8132 81.32%
Androgen receptor binding + 0.8017 80.17%
Thyroid receptor binding + 0.6141 61.41%
Glucocorticoid receptor binding + 0.5950 59.50%
Aromatase binding - 0.6270 62.70%
PPAR gamma + 0.6901 69.01%
Honey bee toxicity - 0.7848 78.48%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9924 99.24%

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 98.75% 91.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 95.25% 99.15%
CHEMBL2581 P07339 Cathepsin D 93.92% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.42% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.15% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.79% 89.00%
CHEMBL1929 P47989 Xanthine dehydrogenase 89.63% 96.12%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.41% 94.45%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 88.10% 93.40%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.71% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.43% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 85.50% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.44% 86.33%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.24% 97.33%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.38% 95.78%
CHEMBL4530 P00488 Coagulation factor XIII 81.90% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.08% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 80.19% 94.73%

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.
Sophora stenophylla
Upuna borneensis

Cross-Links

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PubChem 101945537
LOTUS LTS0002019
wikiData Q104399277