(4S,4aS,7S,8aS)-7-hydroxy-4a,8,8-trimethylspiro[1,3,5,6,7,8a-hexahydronaphthalene-4,5'-furan]-2,2'-dione

Details

• Internal ID: c9085d54-7c63-4d65-87c9-cbd1af69c02d
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (4S,4aS,7S,8aS)-7-hydroxy-4a,8,8-trimethylspiro[1,3,5,6,7,8a-hexahydronaphthalene-4,5'-furan]-2,2'-dione
• SMILES (Canonical): CC1(C(CCC2(C1CC(=O)CC23C=CC(=O)O3)C)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC(=O)C[C@]23C=CC(=O)O3)(C)C)O
• InChI: InChI=1S/C16H22O4/c1-14(2)11-8-10(17)9-16(7-5-13(19)20-16)15(11,3)6-4-12(14)18/h5,7,11-12,18H,4,6,8-9H2,1-3H3/t11-,12-,15-,16+/m0/s1
• InChI Key: DIVBZXYEQJKKOA-GVAFMPQTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.34 g/mol
• Exact Mass: 278.15180918 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.00
• 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	+	0.9898	98.98%
Caco-2	+	0.7232	72.32%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7748	77.48%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.8596	85.96%
OATP1B3 inhibitior	+	0.8396	83.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6321	63.21%
BSEP inhibitior	-	0.9206	92.06%
P-glycoprotein inhibitior	-	0.9399	93.99%
P-glycoprotein substrate	-	0.8874	88.74%
CYP3A4 substrate	+	0.6144	61.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8853	88.53%
CYP3A4 inhibition	-	0.6581	65.81%
CYP2C9 inhibition	-	0.8835	88.35%
CYP2C19 inhibition	-	0.8526	85.26%
CYP2D6 inhibition	-	0.9748	97.48%
CYP1A2 inhibition	-	0.8477	84.77%
CYP2C8 inhibition	-	0.8127	81.27%
CYP inhibitory promiscuity	-	0.9732	97.32%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5906	59.06%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9239	92.39%
Skin irritation	+	0.6151	61.51%
Skin corrosion	-	0.8468	84.68%
Ames mutagenesis	-	0.7770	77.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7886	78.86%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5426	54.26%
skin sensitisation	-	0.8000	80.00%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5083	50.83%
Acute Oral Toxicity (c)	I	0.5155	51.55%
Estrogen receptor binding	-	0.5847	58.47%
Androgen receptor binding	+	0.5233	52.33%
Thyroid receptor binding	-	0.6584	65.84%
Glucocorticoid receptor binding	+	0.5956	59.56%
Aromatase binding	+	0.5520	55.20%
PPAR gamma	-	0.5709	57.09%
Honey bee toxicity	-	0.9227	92.27%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9926	99.26%

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	94.74%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.77%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.31%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.86%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.20%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.66%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.60%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.61%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.14%	96.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.26%	93.04%

Plants that contains it

• Taiwania cryptomerioides

Cross-Links

• PubChem: 101725710
• LOTUS: LTS0056223
• wikiData: Q104981697