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4-(hydroxymethyl)-8,8,11a-trimethyl-1,5-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-6,7,7a,9,10,11-hexahydro-1H-naphtho[1,2-e][2]benzofuran-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 aa6f437a-9dd9-489e-aa50-329767a46a04
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name 4-(hydroxymethyl)-8,8,11a-trimethyl-1,5-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-6,7,7a,9,10,11-hexahydro-1H-naphtho[1,2-e][2]benzofuran-3-one
SMILES (Canonical) CC1(CCCC2(C1CCC3=C2C4=C(C(=C3OC5C(C(C(C(O5)CO)O)O)O)CO)C(=O)OC4OC6C(C(C(C(O6)CO)O)O)O)C)C
SMILES (Isomeric) CC1(CCCC2(C1CCC3=C2C4=C(C(=C3OC5C(C(C(C(O5)CO)O)O)O)CO)C(=O)OC4OC6C(C(C(C(O6)CO)O)O)O)C)C
InChI InChI=1S/C32H46O15/c1-31(2)7-4-8-32(3)16(31)6-5-12-19(32)18-17(13(9-33)26(12)45-29-24(40)22(38)20(36)14(10-34)43-29)27(42)46-28(18)47-30-25(41)23(39)21(37)15(11-35)44-30/h14-16,20-25,28-30,33-41H,4-11H2,1-3H3
InChI Key WAUGJPPEYHQYOR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H46O15
Molecular Weight 670.70 g/mol
Exact Mass 670.28367076 g/mol
Topological Polar Surface Area (TPSA) 245.00 Ų
XlogP 0.20
Atomic LogP (AlogP) -1.63
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-(hydroxymethyl)-8,8,11a-trimethyl-1,5-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-6,7,7a,9,10,11-hexahydro-1H-naphtho[1,2-e][2]benzofuran-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 + 0.7767 77.67%
Caco-2 - 0.8795 87.95%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8332 83.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8542 85.42%
OATP1B3 inhibitior + 0.8808 88.08%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.5844 58.44%
P-glycoprotein inhibitior + 0.6218 62.18%
P-glycoprotein substrate - 0.7175 71.75%
CYP3A4 substrate + 0.7019 70.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8657 86.57%
CYP3A4 inhibition - 0.8805 88.05%
CYP2C9 inhibition - 0.8375 83.75%
CYP2C19 inhibition - 0.8086 80.86%
CYP2D6 inhibition - 0.9307 93.07%
CYP1A2 inhibition - 0.7632 76.32%
CYP2C8 inhibition + 0.5845 58.45%
CYP inhibitory promiscuity - 0.8772 87.72%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6245 62.45%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9083 90.83%
Skin irritation - 0.7648 76.48%
Skin corrosion - 0.9527 95.27%
Ames mutagenesis - 0.5524 55.24%
Human Ether-a-go-go-Related Gene inhibition + 0.6460 64.60%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.7351 73.51%
skin sensitisation - 0.9291 92.91%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.7226 72.26%
Acute Oral Toxicity (c) III 0.4353 43.53%
Estrogen receptor binding + 0.7330 73.30%
Androgen receptor binding + 0.6582 65.82%
Thyroid receptor binding - 0.6037 60.37%
Glucocorticoid receptor binding + 0.6714 67.14%
Aromatase binding + 0.6988 69.88%
PPAR gamma + 0.6778 67.78%
Honey bee toxicity - 0.7798 77.98%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9778 97.78%

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 97.98% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.39% 98.95%
CHEMBL220 P22303 Acetylcholinesterase 95.59% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.14% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.60% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.06% 94.45%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.21% 96.38%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.17% 86.92%
CHEMBL237 P41145 Kappa opioid receptor 89.63% 98.10%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.49% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 89.42% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.38% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.31% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.57% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 86.79% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.77% 86.33%
CHEMBL2083 P15090 Fatty acid binding protein adipocyte 86.69% 95.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.67% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.95% 99.23%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.36% 90.08%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.62% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.44% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.48% 92.62%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.39% 93.99%
CHEMBL5255 O00206 Toll-like receptor 4 81.03% 92.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.99% 96.21%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.86% 96.77%
CHEMBL4072 P07858 Cathepsin B 80.39% 93.67%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 80.05% 96.09%
CHEMBL5555 O00767 Acyl-CoA desaturase 80.03% 97.50%

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.
Betonica officinalis

Cross-Links

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PubChem 85211524
LOTUS LTS0108797
wikiData Q105300475