2-(5-acetyloxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,5'-oxolane]-2'-ylidene)acetic acid

Details

• Internal ID: 95b3e58a-da72-41ae-93b2-1accc7cb276b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: 2-(5-acetyloxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,5'-oxolane]-2'-ylidene)acetic acid
• SMILES (Canonical): CC1CC(C2C(CCCC2(C13CCC(=CC(=O)O)O3)C)(C)C)OC(=O)C
• SMILES (Isomeric): CC1CC(C2C(CCCC2(C13CCC(=CC(=O)O)O3)C)(C)C)OC(=O)C
• InChI: InChI=1S/C21H32O5/c1-13-11-16(25-14(2)22)18-19(3,4)8-6-9-20(18,5)21(13)10-7-15(26-21)12-17(23)24/h12-13,16,18H,6-11H2,1-5H3,(H,23,24)
• InChI Key: IWSKYCJOAZZKEJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₅
• Molecular Weight: 364.50 g/mol
• Exact Mass: 364.22497412 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.31
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	+	0.7405	74.05%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7444	74.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8497	84.97%
OATP1B3 inhibitior	-	0.2126	21.26%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.5097	50.97%
P-glycoprotein inhibitior	-	0.4506	45.06%
P-glycoprotein substrate	-	0.7913	79.13%
CYP3A4 substrate	+	0.6525	65.25%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	-	0.9018	90.18%
CYP3A4 inhibition	-	0.8091	80.91%
CYP2C9 inhibition	-	0.7850	78.50%
CYP2C19 inhibition	-	0.7753	77.53%
CYP2D6 inhibition	-	0.9500	95.00%
CYP1A2 inhibition	-	0.6639	66.39%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9007	90.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5834	58.34%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.9100	91.00%
Skin irritation	-	0.5179	51.79%
Skin corrosion	-	0.9091	90.91%
Ames mutagenesis	+	0.5036	50.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4222	42.22%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5084	50.84%
skin sensitisation	-	0.7752	77.52%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5820	58.20%
Acute Oral Toxicity (c)	III	0.4750	47.50%
Estrogen receptor binding	+	0.9065	90.65%
Androgen receptor binding	+	0.6916	69.16%
Thyroid receptor binding	+	0.7964	79.64%
Glucocorticoid receptor binding	+	0.8468	84.68%
Aromatase binding	+	0.7138	71.38%
PPAR gamma	+	0.7565	75.65%
Honey bee toxicity	-	0.6490	64.90%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9933	99.33%

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	98.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.48%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.29%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.04%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.34%	94.08%
CHEMBL340	P08684	Cytochrome P450 3A4	86.62%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.63%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.73%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.19%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.17%	99.23%
CHEMBL5028	O14672	ADAM10	80.75%	97.50%

Plants that contains it

• Vitex trifolia

Cross-Links

• PubChem: 162868491
• LOTUS: LTS0015280
• wikiData: Q105121837