2-[(2'S,4R,4aR,8R,8aS)-4-formyloxy-2',4,7,8a-tetramethylspiro[2,3,4a,5-tetrahydro-1H-naphthalene-8,5'-oxolane]-2'-yl]acetic acid

Details

• Internal ID: e5f08624-6635-4c7e-baa4-7fb15d30c8f6
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: 2-[(2'S,4R,4aR,8R,8aS)-4-formyloxy-2',4,7,8a-tetramethylspiro[2,3,4a,5-tetrahydro-1H-naphthalene-8,5'-oxolane]-2'-yl]acetic acid
• SMILES (Canonical): CC1=CCC2C(C13CCC(O3)(C)CC(=O)O)(CCCC2(C)OC=O)C
• SMILES (Isomeric): CC1=CC[C@@H]2[C@@]([C@@]13CC[C@@](O3)(C)CC(=O)O)(CCC[C@@]2(C)OC=O)C
• InChI: InChI=1S/C20H30O5/c1-14-6-7-15-18(3,8-5-9-19(15,4)24-13-21)20(14)11-10-17(2,25-20)12-16(22)23/h6,13,15H,5,7-12H2,1-4H3,(H,22,23)/t15-,17+,18+,19-,20-/m1/s1
• InChI Key: DGPNUZCTDIIYQO-DABHTEOTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.86
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	+	0.6501	65.01%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6904	69.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8198	81.98%
OATP1B3 inhibitior	+	0.8859	88.59%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6021	60.21%
BSEP inhibitior	+	0.6623	66.23%
P-glycoprotein inhibitior	-	0.7051	70.51%
P-glycoprotein substrate	-	0.8926	89.26%
CYP3A4 substrate	+	0.5981	59.81%
CYP2C9 substrate	-	0.6027	60.27%
CYP2D6 substrate	-	0.8678	86.78%
CYP3A4 inhibition	-	0.5432	54.32%
CYP2C9 inhibition	-	0.8218	82.18%
CYP2C19 inhibition	-	0.8417	84.17%
CYP2D6 inhibition	-	0.9335	93.35%
CYP1A2 inhibition	-	0.6988	69.88%
CYP2C8 inhibition	+	0.5403	54.03%
CYP inhibitory promiscuity	-	0.8508	85.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5852	58.52%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8349	83.49%
Skin irritation	+	0.6253	62.53%
Skin corrosion	-	0.9245	92.45%
Ames mutagenesis	-	0.6491	64.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.6717	67.17%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8342	83.42%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8301	83.01%
Acute Oral Toxicity (c)	III	0.4174	41.74%
Estrogen receptor binding	+	0.8246	82.46%
Androgen receptor binding	+	0.6262	62.62%
Thyroid receptor binding	+	0.7459	74.59%
Glucocorticoid receptor binding	+	0.6785	67.85%
Aromatase binding	+	0.8371	83.71%
PPAR gamma	-	0.5279	52.79%
Honey bee toxicity	-	0.9252	92.52%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7155	71.55%
Fish aquatic toxicity	+	0.9883	98.83%

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	93.03%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.95%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.97%	90.17%
CHEMBL2581	P07339	Cathepsin D	90.66%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.16%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.47%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.25%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	82.14%	94.73%

Plants that contains it

• Grindelia hirsutula

Cross-Links

• PubChem: 163103827
• LOTUS: LTS0061451
• wikiData: Q104979006