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(1S,7aS,11aS)-1,5-dihydroxy-8,8,11a-trimethyl-4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-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 bfb00c1b-56be-4380-b5f7-ce50bd56985c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name (1S,7aS,11aS)-1,5-dihydroxy-8,8,11a-trimethyl-4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-6,7,7a,9,10,11-hexahydro-1H-naphtho[1,2-e][2]benzofuran-3-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H36O10/c1-25(2)7-4-8-26(3)14(25)6-5-11-17(26)16-15(22(32)36-23(16)33)12(18(11)28)10-34-24-21(31)20(30)19(29)13(9-27)35-24/h13-14,19-21,23-24,27-31,33H,4-10H2,1-3H3/t13-,14+,19-,20+,21-,23+,24-,26+/m1/s1
InChI Key BCAWGVNASXCLLE-AFDLLZASSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H36O10
Molecular Weight 508.60 g/mol
Exact Mass 508.23084734 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 0.90
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,7aS,11aS)-1,5-dihydroxy-8,8,11a-trimethyl-4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-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 - 0.8383 83.83%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8332 83.32%
OATP2B1 inhibitior - 0.8586 85.86%
OATP1B1 inhibitior + 0.7906 79.06%
OATP1B3 inhibitior + 0.8808 88.08%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior - 0.7943 79.43%
P-glycoprotein inhibitior - 0.5643 56.43%
P-glycoprotein substrate - 0.7313 73.13%
CYP3A4 substrate + 0.7074 70.74%
CYP2C9 substrate - 0.6043 60.43%
CYP2D6 substrate - 0.8620 86.20%
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 + 0.6319 63.19%
CYP inhibitory promiscuity - 0.8772 87.72%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6245 62.45%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9297 92.97%
Skin irritation - 0.7648 76.48%
Skin corrosion - 0.9527 95.27%
Ames mutagenesis - 0.5864 58.64%
Human Ether-a-go-go-Related Gene inhibition - 0.5450 54.50%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.7265 72.65%
skin sensitisation - 0.9291 92.91%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.7375 73.75%
Acute Oral Toxicity (c) III 0.4353 43.53%
Estrogen receptor binding + 0.7015 70.15%
Androgen receptor binding + 0.6404 64.04%
Thyroid receptor binding - 0.6387 63.87%
Glucocorticoid receptor binding + 0.7219 72.19%
Aromatase binding + 0.7125 71.25%
PPAR gamma + 0.5616 56.16%
Honey bee toxicity - 0.7928 79.28%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5900 59.00%
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 99.10% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.33% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.18% 97.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 94.69% 96.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.59% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 92.53% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.06% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 90.52% 95.93%
CHEMBL1937 Q92769 Histone deacetylase 2 90.00% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.98% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.87% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.15% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.91% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.05% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.90% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.93% 89.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.89% 90.08%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.63% 86.92%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.10% 96.21%
CHEMBL2083 P15090 Fatty acid binding protein adipocyte 84.24% 95.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.27% 94.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.80% 82.38%
CHEMBL259 P32245 Melanocortin receptor 4 81.76% 95.38%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.22% 97.33%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 80.66% 96.37%
CHEMBL237 P41145 Kappa opioid receptor 80.55% 98.10%

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 10720424
LOTUS LTS0088728
wikiData Q104923192