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[(1S,2S,5S,6S,8R,11R,12R)-5,6-dihydroxy-2,12-dimethyl-7,17-dioxo-16-oxapentacyclo[10.3.2.15,8.01,11.02,8]octadecan-6-yl]methyl (1R,4S,5R,9S,10S,13R,14R)-14-hydroxy-14-(hydroxymethyl)-5,9-dimethyl-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

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 00337b4c-ec2d-49c1-a85d-c7cbe69c786e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,2S,5S,6S,8R,11R,12R)-5,6-dihydroxy-2,12-dimethyl-7,17-dioxo-16-oxapentacyclo[10.3.2.15,8.01,11.02,8]octadecan-6-yl]methyl (1R,4S,5R,9S,10S,13R,14R)-14-hydroxy-14-(hydroxymethyl)-5,9-dimethyl-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
SMILES (Canonical) CC12CCCC(C1CCC34C2CCC(C3)C(C4=O)(CO)O)(C)C(=O)OCC5(C(=O)C67CCC8C9(CCCC8(C6(CCC5(C7)O)C)OC9=O)C)O
SMILES (Isomeric) C[C@@]12CCC[C@@]([C@H]1CC[C@]34[C@H]2CC[C@H](C3)[C@](C4=O)(CO)O)(C)C(=O)OC[C@]5(C(=O)[C@@]67CC[C@@H]8[C@]9(CCC[C@]8([C@]6(CC[C@@]5(C7)O)C)OC9=O)C)O
InChI InChI=1S/C40H56O10/c1-31-11-5-12-32(2,24(31)9-15-35-19-23(7-8-25(31)35)38(47,21-41)27(35)42)29(44)49-22-39(48)28(43)36-16-10-26-33(3)13-6-14-40(26,50-30(33)45)34(36,4)17-18-37(39,46)20-36/h23-26,41,46-48H,5-22H2,1-4H3/t23-,24+,25+,26-,31-,32-,33-,34+,35-,36+,37+,38+,39-,40+/m1/s1
InChI Key JXEHRHFIBQTLLR-KQZNAHDXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H56O10
Molecular Weight 696.90 g/mol
Exact Mass 696.38734798 g/mol
Topological Polar Surface Area (TPSA) 168.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.96
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,5S,6S,8R,11R,12R)-5,6-dihydroxy-2,12-dimethyl-7,17-dioxo-16-oxapentacyclo[10.3.2.15,8.01,11.02,8]octadecan-6-yl]methyl (1R,4S,5R,9S,10S,13R,14R)-14-hydroxy-14-(hydroxymethyl)-5,9-dimethyl-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8747 87.47%
Caco-2 - 0.8200 82.00%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7548 75.48%
OATP2B1 inhibitior - 0.5700 57.00%
OATP1B1 inhibitior + 0.8385 83.85%
OATP1B3 inhibitior + 0.9457 94.57%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8270 82.70%
P-glycoprotein inhibitior + 0.7436 74.36%
P-glycoprotein substrate + 0.5396 53.96%
CYP3A4 substrate + 0.7311 73.11%
CYP2C9 substrate - 0.6022 60.22%
CYP2D6 substrate - 0.8399 83.99%
CYP3A4 inhibition - 0.6049 60.49%
CYP2C9 inhibition - 0.8055 80.55%
CYP2C19 inhibition - 0.7684 76.84%
CYP2D6 inhibition - 0.9650 96.50%
CYP1A2 inhibition - 0.8288 82.88%
CYP2C8 inhibition + 0.6748 67.48%
CYP inhibitory promiscuity - 0.9662 96.62%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6372 63.72%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9130 91.30%
Skin irritation - 0.6031 60.31%
Skin corrosion - 0.9437 94.37%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4783 47.83%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.6249 62.49%
skin sensitisation - 0.9452 94.52%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.8420 84.20%
Acute Oral Toxicity (c) I 0.3630 36.30%
Estrogen receptor binding + 0.6917 69.17%
Androgen receptor binding + 0.7708 77.08%
Thyroid receptor binding + 0.5249 52.49%
Glucocorticoid receptor binding + 0.6886 68.86%
Aromatase binding + 0.6533 65.33%
PPAR gamma + 0.5817 58.17%
Honey bee toxicity - 0.7551 75.51%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9504 95.04%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.83% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.96% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.61% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.50% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.39% 96.38%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.11% 82.69%
CHEMBL259 P32245 Melanocortin receptor 4 87.56% 95.38%
CHEMBL2581 P07339 Cathepsin D 86.74% 98.95%
CHEMBL3437 Q16853 Amine oxidase, copper containing 86.66% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.35% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.36% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.15% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.77% 91.24%
CHEMBL340 P08684 Cytochrome P450 3A4 83.40% 91.19%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.33% 93.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.87% 95.56%
CHEMBL5555 O00767 Acyl-CoA desaturase 82.41% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.90% 94.33%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.06% 97.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.65% 97.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.56% 96.77%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 80.35% 92.95%

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.
Parinari sprucei

Cross-Links

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PubChem 162996508
LOTUS LTS0059211
wikiData Q105136548