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(1R,6S,15S,16R,19R)-10-hydroxy-5,5,6,18,18-pentamethyl-16-(3-methylbut-2-enyl)-2,7,17-trioxahexacyclo[14.4.1.01,13.03,11.04,8.015,19]henicosa-3(11),4(8),9,13-tetraene-12,21-dione

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 11a9c395-c0d0-4fef-bf3c-a224812af6e9
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
IUPAC Name (1R,6S,15S,16R,19R)-10-hydroxy-5,5,6,18,18-pentamethyl-16-(3-methylbut-2-enyl)-2,7,17-trioxahexacyclo[14.4.1.01,13.03,11.04,8.015,19]henicosa-3(11),4(8),9,13-tetraene-12,21-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H32O6/c1-13(2)8-9-27-15-10-16-22(30)20-18(29)11-19-21(25(4,5)14(3)32-19)23(20)33-28(16,24(27)31)12-17(15)26(6,7)34-27/h8,10-11,14-15,17,29H,9,12H2,1-7H3/t14-,15-,17+,27+,28+/m0/s1
InChI Key SSBHLVYWWRGJOH-NVSCDHTKSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C28H32O6
Molecular Weight 464.50 g/mol
Exact Mass 464.21988874 g/mol
Topological Polar Surface Area (TPSA) 82.10 Ų
XlogP 5.50
Atomic LogP (AlogP) 4.81
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,6S,15S,16R,19R)-10-hydroxy-5,5,6,18,18-pentamethyl-16-(3-methylbut-2-enyl)-2,7,17-trioxahexacyclo[14.4.1.01,13.03,11.04,8.015,19]henicosa-3(11),4(8),9,13-tetraene-12,21-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9946 99.46%
Caco-2 - 0.5661 56.61%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8144 81.44%
OATP2B1 inhibitior - 0.8588 85.88%
OATP1B1 inhibitior + 0.8313 83.13%
OATP1B3 inhibitior + 0.9195 91.95%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9077 90.77%
P-glycoprotein inhibitior + 0.6859 68.59%
P-glycoprotein substrate + 0.5605 56.05%
CYP3A4 substrate + 0.6765 67.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8169 81.69%
CYP3A4 inhibition - 0.7398 73.98%
CYP2C9 inhibition + 0.5201 52.01%
CYP2C19 inhibition - 0.5353 53.53%
CYP2D6 inhibition - 0.8844 88.44%
CYP1A2 inhibition - 0.6042 60.42%
CYP2C8 inhibition + 0.5142 51.42%
CYP inhibitory promiscuity - 0.5776 57.76%
UGT catelyzed + 0.6362 63.62%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5203 52.03%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.8608 86.08%
Skin irritation - 0.6549 65.49%
Skin corrosion - 0.9058 90.58%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7967 79.67%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.6235 62.35%
skin sensitisation - 0.6872 68.72%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.4516 45.16%
Acute Oral Toxicity (c) III 0.4134 41.34%
Estrogen receptor binding + 0.7135 71.35%
Androgen receptor binding + 0.7067 70.67%
Thyroid receptor binding + 0.6699 66.99%
Glucocorticoid receptor binding + 0.8156 81.56%
Aromatase binding + 0.6836 68.36%
PPAR gamma + 0.7955 79.55%
Honey bee toxicity - 0.6931 69.31%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5347 53.47%
Fish aquatic toxicity + 0.9889 98.89%

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 98.58% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.57% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.06% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 95.84% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.44% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 94.05% 94.75%
CHEMBL2581 P07339 Cathepsin D 93.41% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.58% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.47% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.38% 93.40%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.62% 96.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.52% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.73% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.41% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 88.09% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.54% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 85.95% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.44% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.11% 92.94%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 82.37% 80.00%
CHEMBL3038469 P24941 CDK2/Cyclin A 82.16% 91.38%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.78% 91.24%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.25% 94.80%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163012735
LOTUS LTS0081399
wikiData Q105259570