3,13-Dihydroxy-8-oxo-2(9),6-lactaradien-5-oic acid y-lactone

Details

• Internal ID: bea96da0-79e0-40c7-a2c8-d7fa6b907a95
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (5S)-5-hydroxy-5,7,7-trimethyl-1,4,6,8-tetrahydroazuleno[5,6-c]furan-3,9-dione
• SMILES (Canonical): CC1(CC2=C(C1)C(CC3=C(C2=O)COC3=O)(C)O)C
• SMILES (Isomeric): C[C@@]1(CC2=C(COC2=O)C(=O)C3=C1CC(C3)(C)C)O
• InChI: InChI=1S/C15H18O4/c1-14(2)4-9-11(6-14)15(3,18)5-8-10(12(9)16)7-19-13(8)17/h18H,4-7H2,1-3H3/t15-/m0/s1
• InChI Key: BGQJAZROCGOSFK-HNNXBMFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.7449	74.49%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7350	73.50%
OATP2B1 inhibitior	-	0.8466	84.66%
OATP1B1 inhibitior	+	0.9467	94.67%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8364	83.64%
BSEP inhibitior	-	0.9028	90.28%
P-glycoprotein inhibitior	-	0.8962	89.62%
P-glycoprotein substrate	-	0.9534	95.34%
CYP3A4 substrate	-	0.5070	50.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8891	88.91%
CYP3A4 inhibition	-	0.8662	86.62%
CYP2C9 inhibition	-	0.7090	70.90%
CYP2C19 inhibition	-	0.8332	83.32%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	-	0.7253	72.53%
CYP2C8 inhibition	-	0.9842	98.42%
CYP inhibitory promiscuity	-	0.9666	96.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5585	55.85%
Eye corrosion	-	0.9774	97.74%
Eye irritation	-	0.4914	49.14%
Skin irritation	-	0.6086	60.86%
Skin corrosion	-	0.9333	93.33%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4859	48.59%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7980	79.80%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7836	78.36%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.8753	87.53%
Acute Oral Toxicity (c)	III	0.3863	38.63%
Estrogen receptor binding	-	0.5148	51.48%
Androgen receptor binding	+	0.5691	56.91%
Thyroid receptor binding	-	0.6412	64.12%
Glucocorticoid receptor binding	+	0.6376	63.76%
Aromatase binding	-	0.6537	65.37%
PPAR gamma	-	0.6200	62.00%
Honey bee toxicity	-	0.9139	91.39%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9818	98.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.80%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.77%	96.77%
CHEMBL2581	P07339	Cathepsin D	89.68%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.92%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.15%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.77%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.25%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.57%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14314435
• LOTUS: LTS0175118
• wikiData: Q77511284