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(1R,10R,14R,17S)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-5',15,15-trimethyl-4-(3-methylbut-2-enyl)spiro[2,16-dioxatetracyclo[8.7.0.01,14.03,8]heptadeca-3,5,7,11-tetraene-17,2'-3H-pyran]-6',9-dione

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 a5899b8b-4d5c-42b0-ac59-dee41d21ed42
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name (1R,10R,14R,17S)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-5',15,15-trimethyl-4-(3-methylbut-2-enyl)spiro[2,16-dioxatetracyclo[8.7.0.01,14.03,8]heptadeca-3,5,7,11-tetraene-17,2'-3H-pyran]-6',9-dione
SMILES (Canonical) CC1=CCC2(C34C(CC=CC3C(=O)C5=C(C(=C(C(=C5O4)CC=C(C)C)O)CC=C(C)CCC=C(C)C)O)C(O2)(C)C)OC1=O
SMILES (Isomeric) CC1=CC[C@@]2([C@@]34[C@H](CC=C[C@H]3C(=O)C5=C(C(=C(C(=C5O4)CC=C(C)C)O)C/C=C(\C)/CCC=C(C)C)O)C(O2)(C)C)OC1=O
InChI InChI=1S/C37H46O7/c1-21(2)11-9-12-23(5)16-18-25-30(38)26(17-15-22(3)4)33-29(31(25)39)32(40)27-13-10-14-28-35(7,8)44-36(37(27,28)42-33)20-19-24(6)34(41)43-36/h10-11,13,15-16,19,27-28,38-39H,9,12,14,17-18,20H2,1-8H3/b23-16+/t27-,28+,36+,37-/m0/s1
InChI Key XPCRYGMJVOHYOG-AMSPBROOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C37H46O7
Molecular Weight 602.80 g/mol
Exact Mass 602.32435380 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 9.00
Atomic LogP (AlogP) 7.75
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,10R,14R,17S)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-5',15,15-trimethyl-4-(3-methylbut-2-enyl)spiro[2,16-dioxatetracyclo[8.7.0.01,14.03,8]heptadeca-3,5,7,11-tetraene-17,2'-3H-pyran]-6',9-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9772 97.72%
Caco-2 - 0.7662 76.62%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7577 75.77%
OATP2B1 inhibitior - 0.5719 57.19%
OATP1B1 inhibitior + 0.7967 79.67%
OATP1B3 inhibitior - 0.3826 38.26%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9942 99.42%
P-glycoprotein inhibitior + 0.8754 87.54%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7078 70.78%
CYP2C9 substrate - 0.8002 80.02%
CYP2D6 substrate - 0.8636 86.36%
CYP3A4 inhibition - 0.6607 66.07%
CYP2C9 inhibition - 0.6892 68.92%
CYP2C19 inhibition - 0.7790 77.90%
CYP2D6 inhibition - 0.9112 91.12%
CYP1A2 inhibition - 0.5864 58.64%
CYP2C8 inhibition + 0.6974 69.74%
CYP inhibitory promiscuity - 0.7570 75.70%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5487 54.87%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.8929 89.29%
Skin irritation - 0.6318 63.18%
Skin corrosion - 0.9174 91.74%
Ames mutagenesis + 0.5622 56.22%
Human Ether-a-go-go-Related Gene inhibition + 0.6698 66.98%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.8027 80.27%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.6035 60.35%
Acute Oral Toxicity (c) I 0.3782 37.82%
Estrogen receptor binding + 0.8057 80.57%
Androgen receptor binding + 0.7378 73.78%
Thyroid receptor binding + 0.6463 64.63%
Glucocorticoid receptor binding + 0.8351 83.51%
Aromatase binding + 0.7584 75.84%
PPAR gamma + 0.7449 74.49%
Honey bee toxicity - 0.7382 73.82%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9972 99.72%

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 99.64% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.32% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 94.94% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.49% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.35% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.69% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.81% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.26% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 85.38% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.20% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.98% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 83.56% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.62% 97.09%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.61% 97.21%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.34% 90.08%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.75% 95.89%
CHEMBL3310 Q96DB2 Histone deacetylase 11 80.56% 88.56%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 80.56% 95.64%

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.
Garcinia hanburyi

Cross-Links

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PubChem 162939193
LOTUS LTS0053720
wikiData Q105338157