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(6bS,10R,10aS,11S)-11-(3,4-dihydroxyphenyl)-5-hydroxy-10-(4-hydroxy-2-methoxyphenyl)-6-methoxy-8-methyl-9,10,10a,11-tetrahydro-6bH-indeno[2,1-f]chromen-3-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 9ab1847b-c05a-4534-b2e6-127ef41a2e79
Taxonomy Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
IUPAC Name (6bS,10R,10aS,11S)-11-(3,4-dihydroxyphenyl)-5-hydroxy-10-(4-hydroxy-2-methoxyphenyl)-6-methoxy-8-methyl-9,10,10a,11-tetrahydro-6bH-indeno[2,1-f]chromen-3-one
SMILES (Canonical) CC1=CC2C(C(C1)C3=C(C=C(C=C3)O)OC)C(C4=C5C=CC(=O)OC5=C(C(=C24)OC)O)C6=CC(=C(C=C6)O)O
SMILES (Isomeric) CC1=C[C@@H]2[C@H]([C@@H](C1)C3=C(C=C(C=C3)O)OC)[C@H](C4=C5C=CC(=O)OC5=C(C(=C24)OC)O)C6=CC(=C(C=C6)O)O
InChI InChI=1S/C31H28O8/c1-14-10-19(17-6-5-16(32)13-23(17)37-2)26-20(11-14)28-27(25(26)15-4-8-21(33)22(34)12-15)18-7-9-24(35)39-30(18)29(36)31(28)38-3/h4-9,11-13,19-20,25-26,32-34,36H,10H2,1-3H3/t19-,20+,25+,26-/m0/s1
InChI Key IYZHGVMXBOTBPN-XJQCFKMBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H28O8
Molecular Weight 528.50 g/mol
Exact Mass 528.17841785 g/mol
Topological Polar Surface Area (TPSA) 126.00 Ų
XlogP 4.80
Atomic LogP (AlogP) 5.61
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (6bS,10R,10aS,11S)-11-(3,4-dihydroxyphenyl)-5-hydroxy-10-(4-hydroxy-2-methoxyphenyl)-6-methoxy-8-methyl-9,10,10a,11-tetrahydro-6bH-indeno[2,1-f]chromen-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9714 97.14%
Caco-2 - 0.7672 76.72%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6413 64.13%
OATP2B1 inhibitior - 0.8549 85.49%
OATP1B1 inhibitior + 0.8811 88.11%
OATP1B3 inhibitior + 0.9272 92.72%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9336 93.36%
P-glycoprotein inhibitior + 0.7887 78.87%
P-glycoprotein substrate + 0.5625 56.25%
CYP3A4 substrate + 0.6707 67.07%
CYP2C9 substrate - 0.5942 59.42%
CYP2D6 substrate - 0.8138 81.38%
CYP3A4 inhibition - 0.7139 71.39%
CYP2C9 inhibition - 0.6444 64.44%
CYP2C19 inhibition + 0.7945 79.45%
CYP2D6 inhibition - 0.8833 88.33%
CYP1A2 inhibition - 0.5494 54.94%
CYP2C8 inhibition + 0.8564 85.64%
CYP inhibitory promiscuity + 0.7222 72.22%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4444 44.44%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.8814 88.14%
Skin irritation - 0.7498 74.98%
Skin corrosion - 0.9621 96.21%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7951 79.51%
Micronuclear + 0.7800 78.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8497 84.97%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.8934 89.34%
Acute Oral Toxicity (c) II 0.3797 37.97%
Estrogen receptor binding + 0.8722 87.22%
Androgen receptor binding + 0.8112 81.12%
Thyroid receptor binding + 0.5958 59.58%
Glucocorticoid receptor binding + 0.8953 89.53%
Aromatase binding + 0.5838 58.38%
PPAR gamma + 0.7352 73.52%
Honey bee toxicity - 0.7553 75.53%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9934 99.34%

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 99.26% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.50% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 96.19% 83.82%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.30% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.80% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.71% 85.14%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 94.40% 89.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.20% 99.23%
CHEMBL2581 P07339 Cathepsin D 93.73% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.13% 99.15%
CHEMBL3192 Q9BY41 Histone deacetylase 8 92.19% 93.99%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.28% 94.00%
CHEMBL1951 P21397 Monoamine oxidase A 91.21% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.28% 96.09%
CHEMBL217 P14416 Dopamine D2 receptor 90.13% 95.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.93% 94.45%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 89.60% 94.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.52% 95.89%
CHEMBL2535 P11166 Glucose transporter 87.06% 98.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.68% 90.71%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 85.63% 96.00%
CHEMBL3194 P02766 Transthyretin 84.30% 90.71%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.58% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.05% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 81.35% 91.19%

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.
Brosimum rubescens

Cross-Links

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PubChem 102317068
LOTUS LTS0097995
wikiData Q105123071