(4S,5S,7E,10R,11R)-5,8-dihydroxy-7-methyl-4,10-bis(prop-1-en-2-yl)-12-oxabicyclo[9.2.1]tetradeca-1(14),7-diene-6,9,13-trione

Details

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Internal ID fde52bbf-c75f-4de3-b9cc-3a4714594ab9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name (4S,5S,7E,10R,11R)-5,8-dihydroxy-7-methyl-4,10-bis(prop-1-en-2-yl)-12-oxabicyclo[9.2.1]tetradeca-1(14),7-diene-6,9,13-trione
SMILES (Canonical) CC1=C(C(=O)C(C2C=C(CCC(C(C1=O)O)C(=C)C)C(=O)O2)C(=C)C)O
SMILES (Isomeric) C/C/1=C(/C(=O)[C@@H]([C@H]2C=C(CC[C@H]([C@@H](C1=O)O)C(=C)C)C(=O)O2)C(=C)C)\O
InChI InChI=1S/C20H24O6/c1-9(2)13-7-6-12-8-14(26-20(12)25)15(10(3)4)19(24)17(22)11(5)16(21)18(13)23/h8,13-15,18,22-23H,1,3,6-7H2,2,4-5H3/b17-11+/t13-,14+,15+,18-/m0/s1
InChI Key TYUXEIYWRBFXFZ-RTRCTDTCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H24O6
Molecular Weight 360.40 g/mol
Exact Mass 360.15728848 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.35
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4S,5S,7E,10R,11R)-5,8-dihydroxy-7-methyl-4,10-bis(prop-1-en-2-yl)-12-oxabicyclo[9.2.1]tetradeca-1(14),7-diene-6,9,13-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9599 95.99%
Caco-2 - 0.6906 69.06%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.6806 68.06%
OATP2B1 inhibitior - 0.8593 85.93%
OATP1B1 inhibitior + 0.8835 88.35%
OATP1B3 inhibitior + 0.8981 89.81%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8571 85.71%
BSEP inhibitior - 0.9219 92.19%
P-glycoprotein inhibitior - 0.7645 76.45%
P-glycoprotein substrate - 0.8061 80.61%
CYP3A4 substrate + 0.5925 59.25%
CYP2C9 substrate - 0.7981 79.81%
CYP2D6 substrate - 0.8879 88.79%
CYP3A4 inhibition - 0.8191 81.91%
CYP2C9 inhibition - 0.7328 73.28%
CYP2C19 inhibition - 0.7729 77.29%
CYP2D6 inhibition - 0.9012 90.12%
CYP1A2 inhibition + 0.6588 65.88%
CYP2C8 inhibition - 0.7828 78.28%
CYP inhibitory promiscuity - 0.9031 90.31%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4533 45.33%
Eye corrosion - 0.9578 95.78%
Eye irritation - 0.8560 85.60%
Skin irritation - 0.5172 51.72%
Skin corrosion - 0.8529 85.29%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8641 86.41%
Micronuclear - 0.7500 75.00%
Hepatotoxicity + 0.6533 65.33%
skin sensitisation - 0.7794 77.94%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.5467 54.67%
Acute Oral Toxicity (c) III 0.3762 37.62%
Estrogen receptor binding - 0.6026 60.26%
Androgen receptor binding + 0.5683 56.83%
Thyroid receptor binding - 0.5444 54.44%
Glucocorticoid receptor binding + 0.6719 67.19%
Aromatase binding - 0.7389 73.89%
PPAR gamma - 0.5781 57.81%
Honey bee toxicity - 0.8714 87.14%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9626 96.26%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.91% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.80% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.96% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.93% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.40% 96.09%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 88.22% 97.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.56% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.43% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.09% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.22% 97.09%

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.
Cratoxylum cochinchinense
Trachelospermum jasminoides

Cross-Links

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PubChem 12000325
NPASS NPC113662