3,4-Dihydroxy-5-(1-hydroxypropan-2-yl)-8-methoxy-11,11-dimethyl-16-oxatetracyclo[7.5.2.01,10.02,7]hexadeca-2,4,6-trien-15-one

Details

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Internal ID c058187a-c168-4298-a4d8-668832b6a204
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name 3,4-dihydroxy-5-(1-hydroxypropan-2-yl)-8-methoxy-11,11-dimethyl-16-oxatetracyclo[7.5.2.01,10.02,7]hexadeca-2,4,6-trien-15-one
SMILES (Canonical) CC(CO)C1=C(C(=C2C(=C1)C(C3C4C2(CCCC4(C)C)C(=O)O3)OC)O)O
SMILES (Isomeric) CC(CO)C1=C(C(=C2C(=C1)C(C3C4C2(CCCC4(C)C)C(=O)O3)OC)O)O
InChI InChI=1S/C21H28O6/c1-10(9-22)11-8-12-13(15(24)14(11)23)21-7-5-6-20(2,3)18(21)17(16(12)26-4)27-19(21)25/h8,10,16-18,22-24H,5-7,9H2,1-4H3
InChI Key QLWKXHVBCICFIH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H28O6
Molecular Weight 376.40 g/mol
Exact Mass 376.18858861 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.88
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3,4-Dihydroxy-5-(1-hydroxypropan-2-yl)-8-methoxy-11,11-dimethyl-16-oxatetracyclo[7.5.2.01,10.02,7]hexadeca-2,4,6-trien-15-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9465 94.65%
Caco-2 + 0.5540 55.40%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7765 77.65%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8132 81.32%
OATP1B3 inhibitior + 0.8907 89.07%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.6999 69.99%
P-glycoprotein inhibitior - 0.7438 74.38%
P-glycoprotein substrate - 0.6509 65.09%
CYP3A4 substrate + 0.6482 64.82%
CYP2C9 substrate - 0.7905 79.05%
CYP2D6 substrate - 0.7659 76.59%
CYP3A4 inhibition + 0.5072 50.72%
CYP2C9 inhibition + 0.5000 50.00%
CYP2C19 inhibition - 0.5557 55.57%
CYP2D6 inhibition - 0.8898 88.98%
CYP1A2 inhibition + 0.5521 55.21%
CYP2C8 inhibition - 0.6674 66.74%
CYP inhibitory promiscuity - 0.6677 66.77%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.6267 62.67%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9378 93.78%
Skin irritation - 0.7468 74.68%
Skin corrosion - 0.9399 93.99%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7945 79.45%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6323 63.23%
skin sensitisation - 0.8675 86.75%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7108 71.08%
Acute Oral Toxicity (c) III 0.5346 53.46%
Estrogen receptor binding + 0.7706 77.06%
Androgen receptor binding + 0.6900 69.00%
Thyroid receptor binding + 0.6582 65.82%
Glucocorticoid receptor binding + 0.8765 87.65%
Aromatase binding + 0.5895 58.95%
PPAR gamma + 0.6931 69.31%
Honey bee toxicity - 0.8132 81.32%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9862 98.62%

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 98.86% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.47% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.64% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.20% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.15% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.65% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.26% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.76% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.88% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.40% 90.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.28% 92.62%
CHEMBL3401 O75469 Pregnane X receptor 85.25% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.78% 89.00%
CHEMBL3286 P00749 Urokinase-type plasminogen activator 83.36% 97.88%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.27% 91.07%
CHEMBL1937 Q92769 Histone deacetylase 2 80.54% 94.75%

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 munzii
Salvia rubescens

Cross-Links

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PubChem 162972281
LOTUS LTS0216770
wikiData Q105223830