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methyl (3R)-3-[(1S,2S,3R,9S,10S,17S)-3-[(2S,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-5,13,15-trihydroxy-2,9,17-tris(4-hydroxyphenyl)-8-oxapentacyclo[8.7.2.04,18.07,19.011,16]nonadeca-4(18),5,7(19),11(16),12,14-hexaen-6-yl]-3-(4-hydroxyphenyl)propanoate

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 4fe59579-e595-45c6-b9c9-8a95f5d1612f
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name methyl (3R)-3-[(1S,2S,3R,9S,10S,17S)-3-[(2S,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-5,13,15-trihydroxy-2,9,17-tris(4-hydroxyphenyl)-8-oxapentacyclo[8.7.2.04,18.07,19.011,16]nonadeca-4(18),5,7(19),11(16),12,14-hexaen-6-yl]-3-(4-hydroxyphenyl)propanoate
SMILES (Canonical) COC(=O)CC(C1=CC=C(C=C1)O)C2=C(C3=C4C(C(C3C5=C6C(C(OC6=CC(=C5)O)C7=CC=C(C=C7)O)C8=CC(=CC(=C8)O)O)C9=CC=C(C=C9)O)C(C1=C(C=C(C=C1O)O)C1C4=C2OC1C1=CC=C(C=C1)O)C1=CC=C(C=C1)O)O
SMILES (Isomeric) COC(=O)C[C@H](C1=CC=C(C=C1)O)C2=C(C3=C4[C@@H]([C@@H]([C@@H]3C5=C6[C@H]([C@H](OC6=CC(=C5)O)C7=CC=C(C=C7)O)C8=CC(=CC(=C8)O)O)C9=CC=C(C=C9)O)[C@H](C1=C(C=C(C=C1O)O)[C@H]1C4=C2O[C@@H]1C1=CC=C(C=C1)O)C1=CC=C(C=C1)O)O
InChI InChI=1S/C66H52O15/c1-79-50(77)29-45(30-2-12-36(67)13-3-30)58-63(78)61-56(47-26-44(75)28-49-55(47)53(35-22-41(72)24-42(73)23-35)64(80-49)33-8-18-39(70)19-9-33)52(32-6-16-38(69)17-7-32)59-51(31-4-14-37(68)15-5-31)54-46(25-43(74)27-48(54)76)57-62(60(59)61)66(58)81-65(57)34-10-20-40(71)21-11-34/h2-28,45,51-53,56-57,59,64-65,67-76,78H,29H2,1H3/t45-,51+,52-,53-,56+,57+,59-,64-,65-/m1/s1
InChI Key CFIZKFURDLBNON-WCUOAJFHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C66H52O15
Molecular Weight 1085.10 g/mol
Exact Mass 1084.33062095 g/mol
Topological Polar Surface Area (TPSA) 267.00 Ų
XlogP 10.30
Atomic LogP (AlogP) 11.83
H-Bond Acceptor 15
H-Bond Donor 11
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (3R)-3-[(1S,2S,3R,9S,10S,17S)-3-[(2S,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-5,13,15-trihydroxy-2,9,17-tris(4-hydroxyphenyl)-8-oxapentacyclo[8.7.2.04,18.07,19.011,16]nonadeca-4(18),5,7(19),11(16),12,14-hexaen-6-yl]-3-(4-hydroxyphenyl)propanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9658 96.58%
Caco-2 - 0.8857 88.57%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7031 70.31%
OATP2B1 inhibitior - 0.5707 57.07%
OATP1B1 inhibitior + 0.7898 78.98%
OATP1B3 inhibitior + 0.8797 87.97%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9629 96.29%
P-glycoprotein inhibitior + 0.7436 74.36%
P-glycoprotein substrate + 0.6382 63.82%
CYP3A4 substrate + 0.6749 67.49%
CYP2C9 substrate + 0.5779 57.79%
CYP2D6 substrate - 0.6838 68.38%
CYP3A4 inhibition + 0.5591 55.91%
CYP2C9 inhibition + 0.7466 74.66%
CYP2C19 inhibition + 0.6850 68.50%
CYP2D6 inhibition - 0.7100 71.00%
CYP1A2 inhibition - 0.6920 69.20%
CYP2C8 inhibition + 0.7924 79.24%
CYP inhibitory promiscuity + 0.8208 82.08%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.4110 41.10%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9037 90.37%
Skin irritation - 0.7360 73.60%
Skin corrosion - 0.9375 93.75%
Ames mutagenesis - 0.5928 59.28%
Human Ether-a-go-go-Related Gene inhibition + 0.9027 90.27%
Micronuclear + 0.6659 66.59%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8922 89.22%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.6651 66.51%
Acute Oral Toxicity (c) III 0.3368 33.68%
Estrogen receptor binding + 0.8487 84.87%
Androgen receptor binding + 0.7925 79.25%
Thyroid receptor binding + 0.5765 57.65%
Glucocorticoid receptor binding + 0.6675 66.75%
Aromatase binding - 0.5420 54.20%
PPAR gamma + 0.7073 70.73%
Honey bee toxicity - 0.7278 72.78%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9697 96.97%

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 99.29% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.88% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.70% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.22% 99.15%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.77% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.03% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 90.60% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.10% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.82% 95.56%
CHEMBL4208 P20618 Proteasome component C5 84.33% 90.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.12% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.05% 97.33%
CHEMBL3231 Q13464 Rho-associated protein kinase 1 80.48% 95.55%

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 162967138
LOTUS LTS0003206
wikiData Q104956637