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(1R,9R,12S,14R)-3-(6-hydroxy-1-benzofuran-2-yl)-9,13,13-trimethyl-4-(3-methylbut-2-enyl)-8-oxatetracyclo[7.4.1.02,7.012,14]tetradeca-2(7),3,5-trien-5-ol

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 8b76a067-de9a-41fd-9d12-05ef71f3a6d2
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (1R,9R,12S,14R)-3-(6-hydroxy-1-benzofuran-2-yl)-9,13,13-trimethyl-4-(3-methylbut-2-enyl)-8-oxatetracyclo[7.4.1.02,7.012,14]tetradeca-2(7),3,5-trien-5-ol
SMILES (Canonical) CC(=CCC1=C(C2=C(C=C1O)OC3(CCC4C3C2C4(C)C)C)C5=CC6=C(O5)C=C(C=C6)O)C
SMILES (Isomeric) CC(=CCC1=C(C2=C(C=C1O)O[C@@]3(CC[C@H]4[C@@H]3[C@@H]2C4(C)C)C)C5=CC6=C(O5)C=C(C=C6)O)C
InChI InChI=1S/C29H32O4/c1-15(2)6-9-18-20(31)14-23-25(24(18)22-12-16-7-8-17(30)13-21(16)32-22)27-26-19(28(27,3)4)10-11-29(26,5)33-23/h6-8,12-14,19,26-27,30-31H,9-11H2,1-5H3/t19-,26+,27+,29+/m0/s1
InChI Key RZLJCRIQISPLHY-PIKSWBPPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H32O4
Molecular Weight 444.60 g/mol
Exact Mass 444.23005950 g/mol
Topological Polar Surface Area (TPSA) 62.80 Ų
XlogP 7.20
Atomic LogP (AlogP) 7.32
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,9R,12S,14R)-3-(6-hydroxy-1-benzofuran-2-yl)-9,13,13-trimethyl-4-(3-methylbut-2-enyl)-8-oxatetracyclo[7.4.1.02,7.012,14]tetradeca-2(7),3,5-trien-5-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9914 99.14%
Caco-2 - 0.5580 55.80%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7518 75.18%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7809 78.09%
OATP1B3 inhibitior + 0.8838 88.38%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9859 98.59%
P-glycoprotein inhibitior + 0.7799 77.99%
P-glycoprotein substrate + 0.6579 65.79%
CYP3A4 substrate + 0.6892 68.92%
CYP2C9 substrate - 0.8135 81.35%
CYP2D6 substrate + 0.3822 38.22%
CYP3A4 inhibition - 0.6212 62.12%
CYP2C9 inhibition + 0.5448 54.48%
CYP2C19 inhibition - 0.5560 55.60%
CYP2D6 inhibition - 0.8733 87.33%
CYP1A2 inhibition - 0.5367 53.67%
CYP2C8 inhibition + 0.8392 83.92%
CYP inhibitory promiscuity + 0.7111 71.11%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5130 51.30%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.8689 86.89%
Skin irritation - 0.7368 73.68%
Skin corrosion - 0.9124 91.24%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7141 71.41%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.7118 71.18%
skin sensitisation - 0.7723 77.23%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.8023 80.23%
Acute Oral Toxicity (c) III 0.3785 37.85%
Estrogen receptor binding + 0.9147 91.47%
Androgen receptor binding + 0.8348 83.48%
Thyroid receptor binding + 0.7117 71.17%
Glucocorticoid receptor binding + 0.9100 91.00%
Aromatase binding + 0.7704 77.04%
PPAR gamma + 0.8100 81.00%
Honey bee toxicity - 0.7539 75.39%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9911 99.11%

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 99.52% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.87% 94.45%
CHEMBL3038469 P24941 CDK2/Cyclin A 92.53% 91.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.31% 97.09%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 91.60% 85.30%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.18% 100.00%
CHEMBL2581 P07339 Cathepsin D 90.39% 98.95%
CHEMBL4208 P20618 Proteasome component C5 90.00% 90.00%
CHEMBL2996 Q05655 Protein kinase C delta 89.87% 97.79%
CHEMBL1937 Q92769 Histone deacetylase 2 89.82% 94.75%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 88.52% 92.50%
CHEMBL226 P30542 Adenosine A1 receptor 88.16% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.14% 89.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.52% 94.62%
CHEMBL1914 P06276 Butyrylcholinesterase 87.50% 95.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.46% 93.99%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.46% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.39% 96.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.88% 96.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.86% 92.94%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 85.24% 85.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.36% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.80% 90.71%

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.
Artocarpus petelotii

Cross-Links

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PubChem 102251666
LOTUS LTS0081538
wikiData Q105248439