(2S,3S,4R,5R,6R,8R,9R,11R)-2-[(1S)-1-(6-ethyl-3,5-dimethyl-4-oxopyran-2-yl)ethyl]-2,4-dihydroxy-8-[(2S,3S)-3-hydroxypentan-2-yl]-3,5,9,11-tetramethyl-1,7-dioxaspiro[5.5]undecan-10-one

Details

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Internal ID 759f8b0c-b298-4bc9-b2cf-5d5ee52bd501
Taxonomy Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
IUPAC Name (2S,3S,4R,5R,6R,8R,9R,11R)-2-[(1S)-1-(6-ethyl-3,5-dimethyl-4-oxopyran-2-yl)ethyl]-2,4-dihydroxy-8-[(2S,3S)-3-hydroxypentan-2-yl]-3,5,9,11-tetramethyl-1,7-dioxaspiro[5.5]undecan-10-one
SMILES (Canonical) CCC1=C(C(=O)C(=C(O1)C(C)C2(C(C(C(C3(O2)C(C(=O)C(C(O3)C(C)C(CC)O)C)C)C)O)C)O)C)C
SMILES (Isomeric) CCC1=C(C(=O)C(=C(O1)[C@H](C)[C@@]2([C@H]([C@H]([C@H]([C@@]3(O2)[C@@H](C(=O)[C@@H]([C@H](O3)[C@@H](C)[C@H](CC)O)C)C)C)O)C)O)C)C
InChI InChI=1S/C29H46O8/c1-11-21(30)13(3)26-16(6)24(32)18(8)29(36-26)19(9)25(33)17(7)28(34,37-29)20(10)27-15(5)23(31)14(4)22(12-2)35-27/h13,16-21,25-26,30,33-34H,11-12H2,1-10H3/t13-,16-,17-,18+,19+,20-,21-,25+,26+,28-,29-/m0/s1
InChI Key UCZWKSBUBPXEDG-KPVJLKNWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H46O8
Molecular Weight 522.70 g/mol
Exact Mass 522.31926842 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.62
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4R,5R,6R,8R,9R,11R)-2-[(1S)-1-(6-ethyl-3,5-dimethyl-4-oxopyran-2-yl)ethyl]-2,4-dihydroxy-8-[(2S,3S)-3-hydroxypentan-2-yl]-3,5,9,11-tetramethyl-1,7-dioxaspiro[5.5]undecan-10-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8684 86.84%
Caco-2 - 0.7278 72.78%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6489 64.89%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8398 83.98%
OATP1B3 inhibitior + 0.8783 87.83%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.6921 69.21%
P-glycoprotein inhibitior + 0.5886 58.86%
P-glycoprotein substrate + 0.5303 53.03%
CYP3A4 substrate + 0.6154 61.54%
CYP2C9 substrate - 0.5872 58.72%
CYP2D6 substrate - 0.8489 84.89%
CYP3A4 inhibition - 0.8234 82.34%
CYP2C9 inhibition - 0.8757 87.57%
CYP2C19 inhibition - 0.9321 93.21%
CYP2D6 inhibition - 0.9530 95.30%
CYP1A2 inhibition - 0.9160 91.60%
CYP2C8 inhibition - 0.5982 59.82%
CYP inhibitory promiscuity - 0.9427 94.27%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6716 67.16%
Eye corrosion - 0.9858 98.58%
Eye irritation - 0.9229 92.29%
Skin irritation - 0.6899 68.99%
Skin corrosion - 0.9013 90.13%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7435 74.35%
Micronuclear - 0.5123 51.23%
Hepatotoxicity + 0.5908 59.08%
skin sensitisation - 0.8274 82.74%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.6778 67.78%
Acute Oral Toxicity (c) III 0.6412 64.12%
Estrogen receptor binding + 0.7495 74.95%
Androgen receptor binding + 0.7345 73.45%
Thyroid receptor binding + 0.6124 61.24%
Glucocorticoid receptor binding + 0.6849 68.49%
Aromatase binding + 0.6766 67.66%
PPAR gamma + 0.7195 71.95%
Honey bee toxicity - 0.8145 81.45%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.8000 80.00%
Fish aquatic toxicity + 0.9066 90.66%

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
CHEMBL2581 P07339 Cathepsin D 95.76% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.13% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.99% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.63% 89.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 91.20% 97.29%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.32% 96.47%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.46% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.37% 99.23%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.54% 97.21%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.40% 96.09%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.52% 96.90%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.48% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.47% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 80.15% 91.11%

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.
Salvia candicans
Thalictrum alpinum

Cross-Links

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PubChem 23247576
NPASS NPC288528
LOTUS LTS0257057
wikiData Q105176373