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(1S,8S,9S,10S,11R,17R,21S)-11-[(2R,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,6-dihydroxy-8,10,17,21-tetrakis(4-hydroxyphenyl)-14,20-dioxahexacyclo[10.9.2.02,7.09,23.013,18.019,22]tricosa-2(7),3,5,12,18,22-hexaen-15-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 947707c2-f8c6-481a-97df-88809ba20507
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (1S,8S,9S,10S,11R,17R,21S)-11-[(2R,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,6-dihydroxy-8,10,17,21-tetrakis(4-hydroxyphenyl)-14,20-dioxahexacyclo[10.9.2.02,7.09,23.013,18.019,22]tricosa-2(7),3,5,12,18,22-hexaen-15-one
SMILES (Canonical) C1C(C2=C3C4=C5C(C(C(C5=C2OC1=O)C6=C7C(C(OC7=CC(=C6)O)C8=CC=C(C=C8)O)C9=CC(=CC(=C9)O)O)C1=CC=C(C=C1)O)C(C1=C(C4C(O3)C2=CC=C(C=C2)O)C=C(C=C1O)O)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O
SMILES (Isomeric) C1[C@@H](C2=C3C4=C5[C@@H]([C@@H]([C@@H](C5=C2OC1=O)C6=C7[C@@H]([C@@H](OC7=CC(=C6)O)C8=CC=C(C=C8)O)C9=CC(=CC(=C9)O)O)C1=CC=C(C=C1)O)[C@H](C1=C([C@@H]4[C@H](O3)C2=CC=C(C=C2)O)C=C(C=C1O)O)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O
InChI InChI=1S/C65H48O14/c66-35-11-1-29(2-12-35)44-28-49(76)78-64-57(44)65-61-56(63(79-65)33-9-19-39(70)20-10-33)45-24-42(73)26-47(75)53(45)50(30-3-13-36(67)14-4-30)58-51(31-5-15-37(68)16-6-31)55(60(64)59(58)61)46-25-43(74)27-48-54(46)52(34-21-40(71)23-41(72)22-34)62(77-48)32-7-17-38(69)18-8-32/h1-27,44,50-52,55-56,58,62-63,66-75H,28H2/t44-,50+,51-,52+,55+,56+,58-,62+,63-/m1/s1
InChI Key SAHXXCPYSZFDBD-XGAOLHAWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C65H48O14
Molecular Weight 1053.10 g/mol
Exact Mass 1052.30440620 g/mol
Topological Polar Surface Area (TPSA) 247.00 Ų
XlogP 10.30
Atomic LogP (AlogP) 11.87
H-Bond Acceptor 14
H-Bond Donor 10
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,8S,9S,10S,11R,17R,21S)-11-[(2R,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,6-dihydroxy-8,10,17,21-tetrakis(4-hydroxyphenyl)-14,20-dioxahexacyclo[10.9.2.02,7.09,23.013,18.019,22]tricosa-2(7),3,5,12,18,22-hexaen-15-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9625 96.25%
Caco-2 - 0.8981 89.81%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7513 75.13%
OATP2B1 inhibitior - 0.7082 70.82%
OATP1B1 inhibitior + 0.7921 79.21%
OATP1B3 inhibitior - 0.3552 35.52%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9459 94.59%
P-glycoprotein inhibitior + 0.7425 74.25%
P-glycoprotein substrate - 0.6092 60.92%
CYP3A4 substrate + 0.6467 64.67%
CYP2C9 substrate + 0.5975 59.75%
CYP2D6 substrate - 0.6803 68.03%
CYP3A4 inhibition + 0.7435 74.35%
CYP2C9 inhibition + 0.6958 69.58%
CYP2C19 inhibition + 0.5216 52.16%
CYP2D6 inhibition - 0.8676 86.76%
CYP1A2 inhibition - 0.7729 77.29%
CYP2C8 inhibition + 0.7587 75.87%
CYP inhibitory promiscuity - 0.5540 55.40%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5297 52.97%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.8912 89.12%
Skin irritation - 0.5742 57.42%
Skin corrosion - 0.9573 95.73%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8701 87.01%
Micronuclear + 0.8959 89.59%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8289 82.89%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) II 0.4905 49.05%
Estrogen receptor binding + 0.8204 82.04%
Androgen receptor binding + 0.7838 78.38%
Thyroid receptor binding + 0.5573 55.73%
Glucocorticoid receptor binding + 0.5475 54.75%
Aromatase binding - 0.5291 52.91%
PPAR gamma + 0.7258 72.58%
Honey bee toxicity - 0.7293 72.93%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9264 92.64%

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 98.88% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 98.73% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.68% 95.56%
CHEMBL2581 P07339 Cathepsin D 93.31% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.65% 89.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.78% 93.40%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.12% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.88% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.62% 99.15%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 89.58% 97.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.41% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.39% 94.45%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 82.48% 90.93%
CHEMBL3401 O75469 Pregnane X receptor 81.76% 94.73%
CHEMBL2535 P11166 Glucose transporter 81.06% 98.75%
CHEMBL217 P14416 Dopamine D2 receptor 80.69% 95.62%

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.
Upuna borneensis

Cross-Links

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PubChem 163043710
LOTUS LTS0025290
wikiData Q105248870