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(3R)-3,8,9-trihydroxy-7-[(1R,3R)-10-hydroxy-9-methoxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromen-5-yl]-3-methyl-2,4-dihydroanthracen-1-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 d7e339e9-afd7-4841-8569-2d0d7b973740
Taxonomy Lignans, neolignans and related compounds > Arylnaphthalene lignans
IUPAC Name (3R)-3,8,9-trihydroxy-7-[(1R,3R)-10-hydroxy-9-methoxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromen-5-yl]-3-methyl-2,4-dihydroanthracen-1-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H30O7/c1-14-10-20-23(15(2)38-14)29(34)27-18(6-5-7-22(27)37-4)26(20)19-9-8-16-11-17-12-31(3,36)13-21(32)24(17)30(35)25(16)28(19)33/h5-9,11,14-15,33-36H,10,12-13H2,1-4H3/t14-,15-,31-/m1/s1
InChI Key FVXVVKKHHUEJKR-ZHANGXNJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H30O7
Molecular Weight 514.60 g/mol
Exact Mass 514.19915329 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 5.30
Atomic LogP (AlogP) 5.69
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R)-3,8,9-trihydroxy-7-[(1R,3R)-10-hydroxy-9-methoxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromen-5-yl]-3-methyl-2,4-dihydroanthracen-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9532 95.32%
Caco-2 - 0.6771 67.71%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6604 66.04%
OATP2B1 inhibitior - 0.8598 85.98%
OATP1B1 inhibitior + 0.8380 83.80%
OATP1B3 inhibitior + 0.9503 95.03%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9614 96.14%
P-glycoprotein inhibitior + 0.7801 78.01%
P-glycoprotein substrate + 0.6822 68.22%
CYP3A4 substrate + 0.7194 71.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8003 80.03%
CYP3A4 inhibition - 0.5294 52.94%
CYP2C9 inhibition - 0.7419 74.19%
CYP2C19 inhibition - 0.6199 61.99%
CYP2D6 inhibition - 0.7957 79.57%
CYP1A2 inhibition + 0.6128 61.28%
CYP2C8 inhibition + 0.6060 60.60%
CYP inhibitory promiscuity - 0.6367 63.67%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6022 60.22%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.8905 89.05%
Skin irritation - 0.7689 76.89%
Skin corrosion - 0.9405 94.05%
Ames mutagenesis + 0.6963 69.63%
Human Ether-a-go-go-Related Gene inhibition + 0.7024 70.24%
Micronuclear + 0.5100 51.00%
Hepatotoxicity - 0.6358 63.58%
skin sensitisation - 0.9129 91.29%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.5868 58.68%
Acute Oral Toxicity (c) I 0.3627 36.27%
Estrogen receptor binding + 0.8295 82.95%
Androgen receptor binding + 0.6450 64.50%
Thyroid receptor binding + 0.6410 64.10%
Glucocorticoid receptor binding + 0.8613 86.13%
Aromatase binding + 0.6989 69.89%
PPAR gamma + 0.6876 68.76%
Honey bee toxicity - 0.8009 80.09%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9270 92.70%

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 99.86% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.39% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.61% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 94.64% 91.49%
CHEMBL2535 P11166 Glucose transporter 94.43% 98.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.96% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.92% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.50% 92.94%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 93.09% 96.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.89% 96.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.75% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.16% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.05% 94.00%
CHEMBL1907 P15144 Aminopeptidase N 90.96% 93.31%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 90.96% 94.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.75% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.56% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.50% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.13% 97.14%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 86.07% 100.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.02% 99.15%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.83% 92.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.77% 97.25%
CHEMBL220 P22303 Acetylcholinesterase 84.65% 94.45%
CHEMBL2056 P21728 Dopamine D1 receptor 83.43% 91.00%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 83.29% 96.67%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.13% 93.99%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.71% 85.11%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.69% 93.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.64% 94.45%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 81.29% 96.39%

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.
Karwinskia humboldtiana

Cross-Links

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PubChem 162987689
LOTUS LTS0161530
wikiData Q105002969