(6,9-Dimethyl-3-methylidene-2-oxo-3a,4,5,7,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl) 4-hydroxy-2-(hydroxymethyl)but-2-enoate

Details

• Internal ID: 9b244e5f-f057-4dac-be82-ab8a7d155a50
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: (6,9-dimethyl-3-methylidene-2-oxo-3a,4,5,7,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl) 4-hydroxy-2-(hydroxymethyl)but-2-enoate
• SMILES (Canonical): CC1=C2CC=C(C2C3C(C(C1)OC(=O)C(=CCO)CO)C(=C)C(=O)O3)C
• SMILES (Isomeric): CC1=C2CC=C(C2C3C(C(C1)OC(=O)C(=CCO)CO)C(=C)C(=O)O3)C
• InChI: InChI=1S/C20H24O6/c1-10-4-5-14-11(2)8-15(25-20(24)13(9-22)6-7-21)17-12(3)19(23)26-18(17)16(10)14/h4,6,15-18,21-22H,3,5,7-9H2,1-2H3
• InChI Key: OPVVAVBJTXAZFL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9486	94.86%
Caco-2	+	0.5403	54.03%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6511	65.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9057	90.57%
OATP1B3 inhibitior	+	0.9467	94.67%
MATE1 inhibitior	-	0.8012	80.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6690	66.90%
P-glycoprotein inhibitior	-	0.6533	65.33%
P-glycoprotein substrate	-	0.6650	66.50%
CYP3A4 substrate	+	0.6097	60.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8868	88.68%
CYP3A4 inhibition	-	0.6269	62.69%
CYP2C9 inhibition	-	0.8110	81.10%
CYP2C19 inhibition	-	0.7810	78.10%
CYP2D6 inhibition	-	0.9193	91.93%
CYP1A2 inhibition	-	0.5979	59.79%
CYP2C8 inhibition	-	0.6393	63.93%
CYP inhibitory promiscuity	-	0.8251	82.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5913	59.13%
Eye corrosion	-	0.9755	97.55%
Eye irritation	-	0.8404	84.04%
Skin irritation	-	0.6422	64.22%
Skin corrosion	-	0.9211	92.11%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6426	64.26%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8242	82.42%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7961	79.61%
Acute Oral Toxicity (c)	III	0.4410	44.10%
Estrogen receptor binding	+	0.7146	71.46%
Androgen receptor binding	+	0.6433	64.33%
Thyroid receptor binding	+	0.5592	55.92%
Glucocorticoid receptor binding	+	0.6525	65.25%
Aromatase binding	+	0.5619	56.19%
PPAR gamma	+	0.5887	58.87%
Honey bee toxicity	-	0.7248	72.48%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9830	98.30%

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	93.31%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.98%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.83%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.13%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.72%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.69%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.81%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	82.72%	97.79%
CHEMBL2581	P07339	Cathepsin D	82.22%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	81.87%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.86%	89.00%
CHEMBL5028	O14672	ADAM10	80.86%	97.50%

Plants that contains it

• Stevia myriadenia

Cross-Links

• PubChem: 162970245
• LOTUS: LTS0042560
• wikiData: Q105196589