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(Z)-4-[(1S,2S,13S,15R)-7-[(2E)-3,7-dimethylocta-2,6-dienyl]-6,8,12-trihydroxy-17,17-dimethyl-5-(3-methylbut-2-enyl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.02,11.02,15.04,9]octadeca-4,6,8-trien-15-yl]-2-methylbut-2-enoic acid

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 0ba49766-bba9-465a-894d-3132d93b1e9b
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
IUPAC Name (Z)-4-[(1S,2S,13S,15R)-7-[(2E)-3,7-dimethylocta-2,6-dienyl]-6,8,12-trihydroxy-17,17-dimethyl-5-(3-methylbut-2-enyl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.02,11.02,15.04,9]octadeca-4,6,8-trien-15-yl]-2-methylbut-2-enoic acid
SMILES (Canonical) CC(=CCCC(=CCC1=C(C(=C2C(=C1O)C(=O)C3C(C4CC5C3(O2)C(C4=O)(OC5(C)C)CC=C(C)C(=O)O)O)CC=C(C)C)O)C)C
SMILES (Isomeric) CC(=CCC/C(=C/CC1=C(C(=C2C(=C1O)C(=O)C3C([C@@H]4C[C@@H]5[C@@]3(O2)[C@](C4=O)(OC5(C)C)C/C=C(/C)\C(=O)O)O)CC=C(C)C)O)/C)C
InChI InChI=1S/C38H48O9/c1-19(2)10-9-11-21(5)13-15-23-29(39)24(14-12-20(3)4)33-27(30(23)40)32(42)28-31(41)25-18-26-36(7,8)47-37(34(25)43,38(26,28)46-33)17-16-22(6)35(44)45/h10,12-13,16,25-26,28,31,39-41H,9,11,14-15,17-18H2,1-8H3,(H,44,45)/b21-13+,22-16-/t25-,26-,28?,31?,37-,38-/m0/s1
InChI Key QYRPARUSUFWOPG-HBWLMKOJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C38H48O9
Molecular Weight 648.80 g/mol
Exact Mass 648.32983310 g/mol
Topological Polar Surface Area (TPSA) 151.00 Ų
XlogP 7.00
Atomic LogP (AlogP) 6.32
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (Z)-4-[(1S,2S,13S,15R)-7-[(2E)-3,7-dimethylocta-2,6-dienyl]-6,8,12-trihydroxy-17,17-dimethyl-5-(3-methylbut-2-enyl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.02,11.02,15.04,9]octadeca-4,6,8-trien-15-yl]-2-methylbut-2-enoic acid

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 - 0.8112 81.12%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7211 72.11%
OATP2B1 inhibitior + 0.7053 70.53%
OATP1B1 inhibitior + 0.7312 73.12%
OATP1B3 inhibitior - 0.3563 35.63%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9815 98.15%
P-glycoprotein inhibitior + 0.7818 78.18%
P-glycoprotein substrate - 0.5252 52.52%
CYP3A4 substrate + 0.6901 69.01%
CYP2C9 substrate - 0.5971 59.71%
CYP2D6 substrate - 0.8619 86.19%
CYP3A4 inhibition - 0.7739 77.39%
CYP2C9 inhibition - 0.6061 60.61%
CYP2C19 inhibition - 0.6668 66.68%
CYP2D6 inhibition - 0.9061 90.61%
CYP1A2 inhibition - 0.5330 53.30%
CYP2C8 inhibition + 0.7315 73.15%
CYP inhibitory promiscuity - 0.7304 73.04%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5595 55.95%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9087 90.87%
Skin irritation - 0.6235 62.35%
Skin corrosion - 0.9175 91.75%
Ames mutagenesis - 0.6237 62.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4865 48.65%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8249 82.49%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7270 72.70%
Acute Oral Toxicity (c) I 0.4042 40.42%
Estrogen receptor binding + 0.7863 78.63%
Androgen receptor binding + 0.7708 77.08%
Thyroid receptor binding + 0.5766 57.66%
Glucocorticoid receptor binding + 0.8223 82.23%
Aromatase binding + 0.7496 74.96%
PPAR gamma + 0.6953 69.53%
Honey bee toxicity - 0.7750 77.50%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 1.0000 100.00%

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 99.67% 91.11%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 97.68% 95.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.52% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.61% 94.45%
CHEMBL240 Q12809 HERG 93.26% 89.76%
CHEMBL2581 P07339 Cathepsin D 93.12% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.06% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.70% 96.09%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 91.26% 85.30%
CHEMBL221 P23219 Cyclooxygenase-1 89.30% 90.17%
CHEMBL284 P27487 Dipeptidyl peptidase IV 88.83% 95.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.58% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.28% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 87.15% 91.19%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 85.77% 89.34%
CHEMBL2002 P12268 Inosine-5'-monophosphate dehydrogenase 2 85.36% 98.21%
CHEMBL1929 P47989 Xanthine dehydrogenase 84.61% 96.12%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.33% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.63% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 83.09% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.41% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.01% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.45% 93.00%

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 45272280
NPASS NPC476311
ChEMBL CHEMBL563615
LOTUS LTS0074236
wikiData Q105230363