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Sesamolinol

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 e3c501d6-68a3-4dd1-94e6-70ba11a59f10
Taxonomy Benzenoids > Phenols > Methoxyphenols
IUPAC Name 4-[[(3S,3aR,6R,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]oxy]-2-methoxyphenol
SMILES (Canonical) COC1=C(C=CC(=C1)OC2C3COC(C3CO2)C4=CC5=C(C=C4)OCO5)O
SMILES (Isomeric) COC1=C(C=CC(=C1)O[C@@H]2[C@H]3CO[C@@H]([C@H]3CO2)C4=CC5=C(C=C4)OCO5)O
InChI InChI=1S/C20H20O7/c1-22-17-7-12(3-4-15(17)21)27-20-14-9-23-19(13(14)8-24-20)11-2-5-16-18(6-11)26-10-25-16/h2-7,13-14,19-21H,8-10H2,1H3/t13-,14-,19+,20+/m0/s1
InChI Key OJVGWDJIYBTWDS-AFHBHXEDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H20O7
Molecular Weight 372.40 g/mol
Exact Mass 372.12090297 g/mol
Topological Polar Surface Area (TPSA) 75.60 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.87
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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100016-94-2
C10883
(+)-sesamolinol
AC1L9DVK
4-[[(3S,3aR,6R,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]oxy]-2-methoxyphenol
CHEBI:9127
DTXSID10332041
Q27108282
4-[[(3S,3aR,6R,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]oxy]-2-methoxy-phenol
4-[[3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]oxy]-2-methoxyphenol

2D Structure

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2D Structure of Sesamolinol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9870 98.70%
Caco-2 + 0.4885 48.85%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7761 77.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9292 92.92%
OATP1B3 inhibitior + 0.9781 97.81%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.6659 66.59%
P-glycoprotein inhibitior - 0.4332 43.32%
P-glycoprotein substrate - 0.9118 91.18%
CYP3A4 substrate + 0.5883 58.83%
CYP2C9 substrate - 0.7958 79.58%
CYP2D6 substrate - 0.6929 69.29%
CYP3A4 inhibition + 0.8633 86.33%
CYP2C9 inhibition + 0.8843 88.43%
CYP2C19 inhibition + 0.9027 90.27%
CYP2D6 inhibition + 0.6363 63.63%
CYP1A2 inhibition + 0.5997 59.97%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity + 0.8730 87.30%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9008 90.08%
Carcinogenicity (trinary) Warning 0.3743 37.43%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.8711 87.11%
Skin irritation - 0.7830 78.30%
Skin corrosion - 0.9636 96.36%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8168 81.68%
Micronuclear + 0.7400 74.00%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.7412 74.12%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.7179 71.79%
Acute Oral Toxicity (c) III 0.6513 65.13%
Estrogen receptor binding + 0.8486 84.86%
Androgen receptor binding + 0.7136 71.36%
Thyroid receptor binding + 0.6284 62.84%
Glucocorticoid receptor binding + 0.6518 65.18%
Aromatase binding + 0.5364 53.64%
PPAR gamma + 0.7391 73.91%
Honey bee toxicity - 0.8124 81.24%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5651 56.51%
Fish aquatic toxicity + 0.9790 97.90%

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 99.45% 91.11%
CHEMBL3438 Q05513 Protein kinase C zeta 95.28% 88.48%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.05% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.43% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 93.81% 92.62%
CHEMBL1951 P21397 Monoamine oxidase A 92.55% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.48% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.41% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.57% 94.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 89.45% 89.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.26% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.56% 86.33%
CHEMBL4208 P20618 Proteasome component C5 88.14% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.35% 99.17%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.99% 94.80%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.87% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.90% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.67% 95.89%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 82.08% 82.67%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.95% 97.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.85% 96.77%

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.
Sesamum indicum

Cross-Links

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PubChem 443019
NPASS NPC303181
LOTUS LTS0198193
wikiData Q27108282