(1S,2R,4S,5R,10S,11R,14S,17R)-11-hydroxy-5-[(1R)-1-hydroxyethyl]-10,14-dimethyl-3,6,16-trioxapentacyclo[8.6.1.02,4.04,9.014,17]heptadec-8-ene-7,15-dione

Details

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Internal ID 22154928-192f-417a-826e-b973f95d1d24
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (1S,2R,4S,5R,10S,11R,14S,17R)-11-hydroxy-5-[(1R)-1-hydroxyethyl]-10,14-dimethyl-3,6,16-trioxapentacyclo[8.6.1.02,4.04,9.014,17]heptadec-8-ene-7,15-dione
SMILES (Canonical) CC(C1C23C(O2)C4C5C(CCC(C5(C3=CC(=O)O1)C)O)(C(=O)O4)C)O
SMILES (Isomeric) C[C@H]([C@@H]1[C@]23[C@H](O2)[C@@H]4[C@H]5[C@](CC[C@H]([C@@]5(C3=CC(=O)O1)C)O)(C(=O)O4)C)O
InChI InChI=1S/C18H22O7/c1-7(19)13-18-8(6-10(21)23-13)17(3)9(20)4-5-16(2)12(17)11(14(18)25-18)24-15(16)22/h6-7,9,11-14,19-20H,4-5H2,1-3H3/t7-,9-,11+,12+,13-,14-,16+,17+,18-/m1/s1
InChI Key GBMOBKGGAKUKIC-UHLPGHPRSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C18H22O7
Molecular Weight 350.40 g/mol
Exact Mass 350.13655304 g/mol
Topological Polar Surface Area (TPSA) 106.00 Ų
XlogP -0.30
Atomic LogP (AlogP) 0.08
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,4S,5R,10S,11R,14S,17R)-11-hydroxy-5-[(1R)-1-hydroxyethyl]-10,14-dimethyl-3,6,16-trioxapentacyclo[8.6.1.02,4.04,9.014,17]heptadec-8-ene-7,15-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9820 98.20%
Caco-2 - 0.7426 74.26%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6819 68.19%
OATP2B1 inhibitior - 0.8608 86.08%
OATP1B1 inhibitior + 0.9033 90.33%
OATP1B3 inhibitior + 0.9539 95.39%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7053 70.53%
BSEP inhibitior - 0.8873 88.73%
P-glycoprotein inhibitior - 0.7050 70.50%
P-glycoprotein substrate - 0.5627 56.27%
CYP3A4 substrate + 0.6407 64.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8726 87.26%
CYP3A4 inhibition - 0.6612 66.12%
CYP2C9 inhibition - 0.8620 86.20%
CYP2C19 inhibition - 0.9269 92.69%
CYP2D6 inhibition - 0.9374 93.74%
CYP1A2 inhibition - 0.7707 77.07%
CYP2C8 inhibition - 0.8449 84.49%
CYP inhibitory promiscuity - 0.9557 95.57%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Danger 0.4631 46.31%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9820 98.20%
Skin irritation + 0.5078 50.78%
Skin corrosion - 0.8394 83.94%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8413 84.13%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.6427 64.27%
skin sensitisation - 0.7980 79.80%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.5104 51.04%
Acute Oral Toxicity (c) III 0.3407 34.07%
Estrogen receptor binding + 0.8582 85.82%
Androgen receptor binding + 0.6590 65.90%
Thyroid receptor binding + 0.5448 54.48%
Glucocorticoid receptor binding + 0.6508 65.08%
Aromatase binding - 0.4922 49.22%
PPAR gamma + 0.6368 63.68%
Honey bee toxicity - 0.7772 77.72%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.9230 92.30%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.06% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.89% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.61% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.33% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.21% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.19% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.71% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.67% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.71% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.70% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.83% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.81% 97.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.85% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.18% 96.09%
CHEMBL5203 P33316 dUTP pyrophosphatase 81.02% 99.18%

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.
Podocarpus macrophyllus

Cross-Links

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PubChem 44179139
LOTUS LTS0196361
wikiData Q105005952