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(1S,2S,5S,6S,7R,10R,11S)-6-[(2,5-dihydroxyphenyl)methyl]-5,7,11-trimethyl-13-oxatetracyclo[9.3.3.01,10.02,7]heptadecane-5,12-diol

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 abddda44-b3c9-4053-bb7a-3571e05ccaed
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (1S,2S,5S,6S,7R,10R,11S)-6-[(2,5-dihydroxyphenyl)methyl]-5,7,11-trimethyl-13-oxatetracyclo[9.3.3.01,10.02,7]heptadecane-5,12-diol
SMILES (Canonical) CC12CCC3C4(CCCC3(C1CCC(C2CC5=C(C=CC(=C5)O)O)(C)O)COC4O)C
SMILES (Isomeric) C[C@@]12CC[C@H]3[C@@]4(CCC[C@@]3([C@H]1CC[C@]([C@H]2CC5=C(C=CC(=C5)O)O)(C)O)COC4O)C
InChI InChI=1S/C26H38O5/c1-23-11-7-20-24(2)9-4-10-26(20,15-31-22(24)29)19(23)8-12-25(3,30)21(23)14-16-13-17(27)5-6-18(16)28/h5-6,13,19-22,27-30H,4,7-12,14-15H2,1-3H3/t19-,20-,21-,22?,23+,24-,25-,26-/m0/s1
InChI Key HLSKXEXOMLZSDJ-SGRHFYHLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H38O5
Molecular Weight 430.60 g/mol
Exact Mass 430.27192431 g/mol
Topological Polar Surface Area (TPSA) 90.20 Ų
XlogP 4.70
Atomic LogP (AlogP) 4.36
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,5S,6S,7R,10R,11S)-6-[(2,5-dihydroxyphenyl)methyl]-5,7,11-trimethyl-13-oxatetracyclo[9.3.3.01,10.02,7]heptadecane-5,12-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9656 96.56%
Caco-2 - 0.6079 60.79%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8102 81.02%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8411 84.11%
OATP1B3 inhibitior + 0.8355 83.55%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8144 81.44%
BSEP inhibitior + 0.6753 67.53%
P-glycoprotein inhibitior - 0.7288 72.88%
P-glycoprotein substrate - 0.6533 65.33%
CYP3A4 substrate + 0.6436 64.36%
CYP2C9 substrate - 0.6007 60.07%
CYP2D6 substrate - 0.7449 74.49%
CYP3A4 inhibition - 0.6815 68.15%
CYP2C9 inhibition - 0.9144 91.44%
CYP2C19 inhibition - 0.8731 87.31%
CYP2D6 inhibition - 0.9508 95.08%
CYP1A2 inhibition - 0.5115 51.15%
CYP2C8 inhibition + 0.7164 71.64%
CYP inhibitory promiscuity - 0.8875 88.75%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.7152 71.52%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9560 95.60%
Skin irritation - 0.7464 74.64%
Skin corrosion - 0.9630 96.30%
Ames mutagenesis - 0.5470 54.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7450 74.50%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.9025 90.25%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8079 80.79%
Acute Oral Toxicity (c) III 0.5209 52.09%
Estrogen receptor binding + 0.9276 92.76%
Androgen receptor binding + 0.7167 71.67%
Thyroid receptor binding + 0.7099 70.99%
Glucocorticoid receptor binding + 0.7949 79.49%
Aromatase binding + 0.8864 88.64%
PPAR gamma + 0.5938 59.38%
Honey bee toxicity - 0.8755 87.55%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9795 97.95%

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 99.51% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.21% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 95.55% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.94% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.87% 98.95%
CHEMBL242 Q92731 Estrogen receptor beta 93.63% 98.35%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.32% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.68% 92.94%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.04% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.72% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.71% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.51% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.13% 89.00%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 85.95% 93.10%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.42% 99.15%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.30% 91.71%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.24% 89.62%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.96% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.38% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.94% 95.50%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.36% 94.62%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.25% 90.24%

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.
There are no matching plants.

Cross-Links

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PubChem 122180075
LOTUS LTS0174580
wikiData Q105030276