[(3aR,4R,9R,9aS,9bS)-6-formyl-9-hydroxy-9-methyl-3-methylidene-2-oxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 8c584158-e5e7-43a5-a28d-5dece8faeabd
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(3aR,4R,9R,9aS,9bS)-6-formyl-9-hydroxy-9-methyl-3-methylidene-2-oxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H22O6/c1-5-10(2)18(22)25-14-8-12(9-21)13-6-7-20(4,24)16(13)17-15(14)11(3)19(23)26-17/h5-7,9,14-17,24H,3,8H2,1-2,4H3/b10-5-/t14-,15-,16+,17+,20-/m1/s1
• InChI Key: KZDKUKMZUCFJGP-IUWFVIMCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.14163842 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9828	98.28%
Caco-2	+	0.5649	56.49%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6303	63.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8557	85.57%
OATP1B3 inhibitior	+	0.8984	89.84%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8429	84.29%
P-glycoprotein inhibitior	-	0.5250	52.50%
P-glycoprotein substrate	-	0.6417	64.17%
CYP3A4 substrate	+	0.6467	64.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8888	88.88%
CYP3A4 inhibition	-	0.6964	69.64%
CYP2C9 inhibition	-	0.8892	88.92%
CYP2C19 inhibition	-	0.9030	90.30%
CYP2D6 inhibition	-	0.9576	95.76%
CYP1A2 inhibition	-	0.7639	76.39%
CYP2C8 inhibition	-	0.6582	65.82%
CYP inhibitory promiscuity	-	0.9190	91.90%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9068	90.68%
Carcinogenicity (trinary)	Non-required	0.4034	40.34%
Eye corrosion	-	0.9406	94.06%
Eye irritation	-	0.9000	90.00%
Skin irritation	-	0.5863	58.63%
Skin corrosion	-	0.8891	88.91%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7027	70.27%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.8086	80.86%
skin sensitisation	-	0.6533	65.33%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7243	72.43%
Acute Oral Toxicity (c)	II	0.4519	45.19%
Estrogen receptor binding	+	0.6367	63.67%
Androgen receptor binding	+	0.5660	56.60%
Thyroid receptor binding	+	0.6134	61.34%
Glucocorticoid receptor binding	-	0.4913	49.13%
Aromatase binding	-	0.6012	60.12%
PPAR gamma	-	0.5157	51.57%
Honey bee toxicity	-	0.6952	69.52%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9283	92.83%

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	95.46%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.67%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.67%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.62%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.37%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.55%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.36%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.20%	96.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.27%	85.30%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.75%	95.50%

Plants that contains it

• Eupatorium chinense

Cross-Links

• PubChem: 21578011
• LOTUS: LTS0032118
• wikiData: Q105148093