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

Details

• Internal ID: 620d8bde-8cea-4bce-9975-89e41fe67e90
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-[(2'S,4R,4aR,8R,8aS)-4-formyl-2',4,7,8a-tetramethylspiro[2,3,4a,5-tetrahydro-1H-naphthalene-8,5'-oxolane]-2'-yl]acetic acid
• SMILES (Canonical): CC1=CCC2C(CCCC2(C13CCC(O3)(C)CC(=O)O)C)(C)C=O
• SMILES (Isomeric): CC1=CC[C@H]2[C@](CCC[C@@]2([C@@]13CC[C@@](O3)(C)CC(=O)O)C)(C)C=O
• InChI: InChI=1S/C20H30O4/c1-14-6-7-15-17(2,13-21)8-5-9-19(15,4)20(14)11-10-18(3,24-20)12-16(22)23/h6,13,15H,5,7-12H2,1-4H3,(H,22,23)/t15-,17-,18-,19-,20+/m0/s1
• InChI Key: YOXRMCUWSYVPHU-ONSCTEFMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 4.13
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9866	98.66%
Caco-2	+	0.6446	64.46%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6063	60.63%
OATP2B1 inhibitior	-	0.8639	86.39%
OATP1B1 inhibitior	+	0.8271	82.71%
OATP1B3 inhibitior	+	0.9289	92.89%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6021	60.21%
BSEP inhibitior	+	0.5745	57.45%
P-glycoprotein inhibitior	-	0.7759	77.59%
P-glycoprotein substrate	-	0.8470	84.70%
CYP3A4 substrate	+	0.5681	56.81%
CYP2C9 substrate	-	0.7947	79.47%
CYP2D6 substrate	-	0.8561	85.61%
CYP3A4 inhibition	-	0.6486	64.86%
CYP2C9 inhibition	-	0.8407	84.07%
CYP2C19 inhibition	-	0.8707	87.07%
CYP2D6 inhibition	-	0.9461	94.61%
CYP1A2 inhibition	-	0.7273	72.73%
CYP2C8 inhibition	-	0.6327	63.27%
CYP inhibitory promiscuity	-	0.8691	86.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5835	58.35%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.8982	89.82%
Skin irritation	+	0.5475	54.75%
Skin corrosion	-	0.9277	92.77%
Ames mutagenesis	-	0.6091	60.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.3983	39.83%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7523	75.23%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8450	84.50%
Acute Oral Toxicity (c)	III	0.5464	54.64%
Estrogen receptor binding	+	0.9041	90.41%
Androgen receptor binding	+	0.6420	64.20%
Thyroid receptor binding	+	0.7501	75.01%
Glucocorticoid receptor binding	+	0.6815	68.15%
Aromatase binding	+	0.8295	82.95%
PPAR gamma	+	0.6048	60.48%
Honey bee toxicity	-	0.9479	94.79%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9882	98.82%

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	93.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.79%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.36%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.88%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.73%	98.95%
CHEMBL4208	P20618	Proteasome component C5	82.49%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.47%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.73%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.44%	94.73%

Plants that contains it

• Grindelia hirsutula

Cross-Links

• PubChem: 163106762
• LOTUS: LTS0075594
• wikiData: Q105351591