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[(2R,4S,6aR,8S,9R,10aS,10bR)-4-hydroxy-3',7,7,10a-tetramethyl-8-[(Z)-2-methylbut-2-enoyl]oxy-5'-oxospiro[1,4,6,6a,8,9,10,10b-octahydrobenzo[f]isochromene-2,2'-furan]-9-yl] (Z)-2-methylbut-2-enoate

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 3ead22c1-f3c5-4d6f-818b-3a0081f4a08d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(2R,4S,6aR,8S,9R,10aS,10bR)-4-hydroxy-3',7,7,10a-tetramethyl-8-[(Z)-2-methylbut-2-enoyl]oxy-5'-oxospiro[1,4,6,6a,8,9,10,10b-octahydrobenzo[f]isochromene-2,2'-furan]-9-yl] (Z)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CC2(C(CC=C3C2CC4(C(=CC(=O)O4)C)OC3O)C(C1OC(=O)C(=CC)C)(C)C)C
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@@H]1C[C@]2([C@@H](CC=C3[C@@H]2C[C@@]4(C(=CC(=O)O4)C)O[C@@H]3O)C([C@@H]1OC(=O)/C(=C\C)/C)(C)C)C
InChI InChI=1S/C30H40O8/c1-9-16(3)25(32)35-21-15-29(8)20-14-30(18(5)13-23(31)37-30)38-27(34)19(20)11-12-22(29)28(6,7)24(21)36-26(33)17(4)10-2/h9-11,13,20-22,24,27,34H,12,14-15H2,1-8H3/b16-9-,17-10-/t20-,21+,22-,24+,27-,29+,30-/m0/s1
InChI Key YCPQRRKVHVUDTI-HIQDTDIJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H40O8
Molecular Weight 528.60 g/mol
Exact Mass 528.27231823 g/mol
Topological Polar Surface Area (TPSA) 108.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.68
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,4S,6aR,8S,9R,10aS,10bR)-4-hydroxy-3',7,7,10a-tetramethyl-8-[(Z)-2-methylbut-2-enoyl]oxy-5'-oxospiro[1,4,6,6a,8,9,10,10b-octahydrobenzo[f]isochromene-2,2'-furan]-9-yl] (Z)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9816 98.16%
Caco-2 - 0.6618 66.18%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8168 81.68%
OATP2B1 inhibitior - 0.7167 71.67%
OATP1B1 inhibitior + 0.8418 84.18%
OATP1B3 inhibitior - 0.3415 34.15%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9939 99.39%
P-glycoprotein inhibitior + 0.8781 87.81%
P-glycoprotein substrate - 0.5899 58.99%
CYP3A4 substrate + 0.7025 70.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8875 88.75%
CYP3A4 inhibition - 0.5838 58.38%
CYP2C9 inhibition - 0.8938 89.38%
CYP2C19 inhibition - 0.9023 90.23%
CYP2D6 inhibition - 0.9450 94.50%
CYP1A2 inhibition - 0.7945 79.45%
CYP2C8 inhibition - 0.5961 59.61%
CYP inhibitory promiscuity - 0.8763 87.63%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4162 41.62%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9208 92.08%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9164 91.64%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4566 45.66%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.5551 55.51%
skin sensitisation - 0.7902 79.02%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.5975 59.75%
Acute Oral Toxicity (c) I 0.6113 61.13%
Estrogen receptor binding + 0.8321 83.21%
Androgen receptor binding + 0.6912 69.12%
Thyroid receptor binding + 0.6546 65.46%
Glucocorticoid receptor binding + 0.8722 87.22%
Aromatase binding + 0.7508 75.08%
PPAR gamma + 0.7204 72.04%
Honey bee toxicity - 0.5852 58.52%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9937 99.37%

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 96.76% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.66% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.98% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.84% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 88.93% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.87% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.33% 96.09%
CHEMBL2581 P07339 Cathepsin D 86.95% 98.95%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 86.60% 80.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.31% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 86.00% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.75% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.67% 89.00%
CHEMBL1871 P10275 Androgen Receptor 82.48% 96.43%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.89% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.82% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.72% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.66% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 80.41% 94.73%

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.
Brickellia diffusa

Cross-Links

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PubChem 162969222
LOTUS LTS0257836
wikiData Q105346405