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(1S,2R,3R,4R,10R,11R)-4-(3,5-dihydroxyphenyl)-3,11-bis(4-hydroxyphenyl)hexacyclo[8.7.6.12,5.012,17.018,23.09,24]tetracosa-5(24),6,8,12(17),13,15,18(23),19,21-nonaene-6,8,14,19,21-pentol

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 b5ca2566-029a-4527-ad47-a7b3bcd6831d
Taxonomy Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
IUPAC Name (1S,2R,3R,4R,10R,11R)-4-(3,5-dihydroxyphenyl)-3,11-bis(4-hydroxyphenyl)hexacyclo[8.7.6.12,5.012,17.018,23.09,24]tetracosa-5(24),6,8,12(17),13,15,18(23),19,21-nonaene-6,8,14,19,21-pentol
SMILES (Canonical) C1=CC(=CC=C1C2C3C4C5=C(C=C(C=C5)O)C(C(C6=C4C(=CC(=C6)O)O)C7=C(C=C(C(=C37)C2C8=CC(=CC(=C8)O)O)O)O)C9=CC=C(C=C9)O)O
SMILES (Isomeric) C1=CC(=CC=C1[C@@H]2[C@@H]3[C@H]4C5=C(C=C(C=C5)O)[C@H]([C@H](C6=C4C(=CC(=C6)O)O)C7=C(C=C(C(=C37)[C@H]2C8=CC(=CC(=C8)O)O)O)O)C9=CC=C(C=C9)O)O
InChI InChI=1S/C42H32O9/c43-21-5-1-18(2-6-21)33-28-14-23(45)9-10-27(28)37-36-29(15-26(48)16-30(36)49)38(33)40-32(51)17-31(50)39-35(20-11-24(46)13-25(47)12-20)34(41(37)42(39)40)19-3-7-22(44)8-4-19/h1-17,33-35,37-38,41,43-51H/t33-,34+,35+,37+,38+,41-/m1/s1
InChI Key FWPQMKZSFDFHKZ-CVVULUIWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H32O9
Molecular Weight 680.70 g/mol
Exact Mass 680.20463259 g/mol
Topological Polar Surface Area (TPSA) 182.00 Ų
XlogP 6.70
Atomic LogP (AlogP) 7.47
H-Bond Acceptor 9
H-Bond Donor 9
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,3R,4R,10R,11R)-4-(3,5-dihydroxyphenyl)-3,11-bis(4-hydroxyphenyl)hexacyclo[8.7.6.12,5.012,17.018,23.09,24]tetracosa-5(24),6,8,12(17),13,15,18(23),19,21-nonaene-6,8,14,19,21-pentol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9873 98.73%
Caco-2 - 0.8513 85.13%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6754 67.54%
OATP2B1 inhibitior + 0.5772 57.72%
OATP1B1 inhibitior + 0.8480 84.80%
OATP1B3 inhibitior - 0.2374 23.74%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8835 88.35%
P-glycoprotein inhibitior - 0.4936 49.36%
P-glycoprotein substrate - 0.6765 67.65%
CYP3A4 substrate + 0.5446 54.46%
CYP2C9 substrate - 0.5691 56.91%
CYP2D6 substrate + 0.4383 43.83%
CYP3A4 inhibition + 0.5546 55.46%
CYP2C9 inhibition + 0.8574 85.74%
CYP2C19 inhibition + 0.8487 84.87%
CYP2D6 inhibition - 0.8213 82.13%
CYP1A2 inhibition + 0.8958 89.58%
CYP2C8 inhibition + 0.7441 74.41%
CYP inhibitory promiscuity + 0.8269 82.69%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8000 80.00%
Carcinogenicity (trinary) Non-required 0.5149 51.49%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.5232 52.32%
Skin irritation + 0.6702 67.02%
Skin corrosion - 0.8980 89.80%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8403 84.03%
Micronuclear + 0.6759 67.59%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.6441 64.41%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity - 0.5667 56.67%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.6299 62.99%
Acute Oral Toxicity (c) III 0.5070 50.70%
Estrogen receptor binding + 0.7632 76.32%
Androgen receptor binding + 0.8380 83.80%
Thyroid receptor binding + 0.7323 73.23%
Glucocorticoid receptor binding + 0.7432 74.32%
Aromatase binding + 0.5647 56.47%
PPAR gamma + 0.8498 84.98%
Honey bee toxicity - 0.8296 82.96%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9816 98.16%

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 95.51% 91.11%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.85% 93.40%
CHEMBL2581 P07339 Cathepsin D 88.08% 98.95%
CHEMBL301 P24941 Cyclin-dependent kinase 2 87.90% 91.23%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 87.75% 97.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.69% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.05% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.86% 95.56%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 84.83% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.27% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.70% 97.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.49% 89.62%
CHEMBL3194 P02766 Transthyretin 83.36% 90.71%
CHEMBL1951 P21397 Monoamine oxidase A 81.96% 91.49%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.55% 85.00%
CHEMBL1929 P47989 Xanthine dehydrogenase 80.35% 96.12%
CHEMBL3401 O75469 Pregnane X receptor 80.30% 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.
Hopea reticulata
Vatica rassak

Cross-Links

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PubChem 162988637
LOTUS LTS0231742
wikiData Q105003474