(3aS,4S,6S,8S,8aS)-6,8-dihydroxy-8-methyl-3'-methylidenespiro[1,3a,5,6,7,8a-hexahydroazulene-4,5'-oxolane]-2'-one

Details

• Internal ID: 0f184815-2988-4c62-b850-1fc052b571fc
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3aS,4S,6S,8S,8aS)-6,8-dihydroxy-8-methyl-3'-methylidenespiro[1,3a,5,6,7,8a-hexahydroazulene-4,5'-oxolane]-2'-one
• SMILES (Canonical): CC1(CC(CC2(CC(=C)C(=O)O2)C3C1CC=C3)O)O
• SMILES (Isomeric): C[C@@]1(C[C@@H](C[C@@]2(CC(=C)C(=O)O2)[C@@H]3[C@@H]1CC=C3)O)O
• InChI: InChI=1S/C15H20O4/c1-9-6-15(19-13(9)17)8-10(16)7-14(2,18)11-4-3-5-12(11)15/h3,5,10-12,16,18H,1,4,6-8H2,2H3/t10-,11-,12-,14-,15-/m0/s1
• InChI Key: PUTRCODLHXBWBL-YLXLXVFQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9743	97.43%
Caco-2	+	0.6332	63.32%
Blood Brain Barrier	-	0.5973	59.73%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4606	46.06%
OATP2B1 inhibitior	-	0.8532	85.32%
OATP1B1 inhibitior	+	0.8286	82.86%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9016	90.16%
P-glycoprotein inhibitior	-	0.9607	96.07%
P-glycoprotein substrate	-	0.7943	79.43%
CYP3A4 substrate	+	0.6300	63.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8413	84.13%
CYP3A4 inhibition	-	0.8492	84.92%
CYP2C9 inhibition	-	0.8457	84.57%
CYP2C19 inhibition	-	0.7979	79.79%
CYP2D6 inhibition	-	0.9465	94.65%
CYP1A2 inhibition	-	0.5477	54.77%
CYP2C8 inhibition	-	0.8476	84.76%
CYP inhibitory promiscuity	-	0.9298	92.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5309	53.09%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.5374	53.74%
Skin corrosion	-	0.8922	89.22%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6325	63.25%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5658	56.58%
skin sensitisation	-	0.7595	75.95%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.6903	69.03%
Acute Oral Toxicity (c)	II	0.3354	33.54%
Estrogen receptor binding	-	0.5101	51.01%
Androgen receptor binding	-	0.5202	52.02%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6875	68.75%
Aromatase binding	-	0.5831	58.31%
PPAR gamma	-	0.5687	56.87%
Honey bee toxicity	-	0.8246	82.46%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9863	98.63%

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	98.09%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.32%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.75%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.61%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.43%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.77%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.48%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.56%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.20%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.71%	91.07%
CHEMBL221	P23219	Cyclooxygenase-1	80.95%	90.17%

Plants that contains it

• Richteria pyrethroides

Cross-Links

• PubChem: 162959612
• LOTUS: LTS0206602
• wikiData: Q105215280