2-Methyl-2-butenoic acid [(3aR)-2,3,3abeta,4,5,6,7,8,9,9balpha-decahydro-2,7-dioxo-6alpha,9beta-dihydroxy-3beta,6,9-trimethylazuleno[4,5-b]furan]-4beta-yl ester

Details

• Internal ID: 408e4914-6b24-49cc-be2e-d26712d80b52
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(3S,3aR,4S,6S,9R,9bS)-6,9-dihydroxy-3,6,9-trimethyl-2,7-dioxo-3,3a,4,5,8,9b-hexahydroazuleno[4,5-b]furan-4-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(C2=C(C3C1C(C(=O)O3)C)C(CC2=O)(C)O)(C)O
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1C[C@](C2=C([C@@H]3[C@@H]1[C@@H](C(=O)O3)C)[C@](CC2=O)(C)O)(C)O
• InChI: InChI=1S/C20H26O7/c1-6-9(2)17(22)26-12-8-20(5,25)14-11(21)7-19(4,24)15(14)16-13(12)10(3)18(23)27-16/h6,10,12-13,16,24-25H,7-8H2,1-5H3/b9-6+/t10-,12-,13+,16-,19+,20-/m0/s1
• InChI Key: TVGNHRQZWVBIOL-HDUWLKQYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₇
• Molecular Weight: 378.40 g/mol
• Exact Mass: 378.16785316 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.22
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9766	97.66%
Caco-2	+	0.5778	57.78%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6013	60.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8780	87.80%
OATP1B3 inhibitior	+	0.9364	93.64%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5921	59.21%
P-glycoprotein inhibitior	-	0.5782	57.82%
P-glycoprotein substrate	-	0.6985	69.85%
CYP3A4 substrate	+	0.6479	64.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9119	91.19%
CYP3A4 inhibition	-	0.7497	74.97%
CYP2C9 inhibition	-	0.7759	77.59%
CYP2C19 inhibition	-	0.8420	84.20%
CYP2D6 inhibition	-	0.9519	95.19%
CYP1A2 inhibition	-	0.5949	59.49%
CYP2C8 inhibition	-	0.8724	87.24%
CYP inhibitory promiscuity	-	0.9048	90.48%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4005	40.05%
Eye corrosion	-	0.9797	97.97%
Eye irritation	-	0.8428	84.28%
Skin irritation	-	0.5493	54.93%
Skin corrosion	-	0.9091	90.91%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8255	82.55%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5533	55.33%
skin sensitisation	-	0.7717	77.17%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.8020	80.20%
Acute Oral Toxicity (c)	II	0.3938	39.38%
Estrogen receptor binding	+	0.6468	64.68%
Androgen receptor binding	-	0.5276	52.76%
Thyroid receptor binding	+	0.7132	71.32%
Glucocorticoid receptor binding	-	0.5138	51.38%
Aromatase binding	-	0.5316	53.16%
PPAR gamma	-	0.5596	55.96%
Honey bee toxicity	-	0.5825	58.25%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9461	94.61%

Targets

Proven Targets:

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	97.46%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.10%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.81%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.15%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.88%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.00%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.85%	86.33%
CHEMBL2039	P27338	Monoamine oxidase B	83.85%	92.51%
CHEMBL340	P08684	Cytochrome P450 3A4	83.36%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.53%	97.14%

Plants that contains it

• Achillea collina
• Annona rensoniana
• Archidendron clypearia
• Aristolochia maxima
• Bergenia purpurascens
• Betula pendula subsp. mandshurica
• Bischofia javanica
• Caragana tibetica
• Crataegus sinaica
• Discaria chacaye
• Euphorbia ferganensis
• Gardenia jasminoides
• Isodon rubescens
• Jasminum officinale
• Lasiocephalus ovatus
• Ligularia platyglossa
• Macrotyloma axillare
• Malus asiatica
• Mikania obtusata
• Montrouziera sphaeroidea
• Pimpinella saxifraga
• Polygala myrtifolia
• Polystichum deltodon
• Rhodiola stephani
• Sarcomelicope argyrophylla
• Scrophularia wattii
• Seriphidium vachanicum
• Solanum bahamense
• Tinospora smilacina
• Trigonostemon reidioides
• Tropaeolum speciosum
• Vatica diospyroides

Cross-Links

• PubChem: 15922700
• NPASS: NPC42149
• LOTUS: LTS0208574
• wikiData: Q105265282