5'-(carboxymethyl)-1,4a,5',6-tetramethylspiro[3,4,8,8a-tetrahydro-2H-naphthalene-5,2'-oxolane]-1-carboxylic acid

Details

• Internal ID: c884a54d-a7c5-4412-ba41-58058633510b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5'-(carboxymethyl)-1,4a,5',6-tetramethylspiro[3,4,8,8a-tetrahydro-2H-naphthalene-5,2'-oxolane]-1-carboxylic acid
• SMILES (Canonical): CC1=CCC2C(CCCC2(C13CCC(O3)(C)CC(=O)O)C)(C)C(=O)O
• SMILES (Isomeric): CC1=CCC2C(CCCC2(C13CCC(O3)(C)CC(=O)O)C)(C)C(=O)O
• InChI: InChI=1S/C20H30O5/c1-13-6-7-14-18(3,16(23)24)8-5-9-19(14,4)20(13)11-10-17(2,25-20)12-15(21)22/h6,14H,5,7-12H2,1-4H3,(H,21,22)(H,23,24)
• InChI Key: KPFMUHQQIIEYKL-UHFFFAOYSA-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): 83.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 4.02
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.6843	68.43%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6935	69.35%
OATP2B1 inhibitior	-	0.8638	86.38%
OATP1B1 inhibitior	+	0.7893	78.93%
OATP1B3 inhibitior	+	0.9078	90.78%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6803	68.03%
BSEP inhibitior	-	0.4943	49.43%
P-glycoprotein inhibitior	-	0.8009	80.09%
P-glycoprotein substrate	-	0.8640	86.40%
CYP3A4 substrate	+	0.5645	56.45%
CYP2C9 substrate	-	0.6031	60.31%
CYP2D6 substrate	-	0.8568	85.68%
CYP3A4 inhibition	-	0.5429	54.29%
CYP2C9 inhibition	-	0.8450	84.50%
CYP2C19 inhibition	-	0.8775	87.75%
CYP2D6 inhibition	-	0.9482	94.82%
CYP1A2 inhibition	-	0.7644	76.44%
CYP2C8 inhibition	-	0.6273	62.73%
CYP inhibitory promiscuity	-	0.8574	85.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5660	56.60%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.7942	79.42%
Skin irritation	-	0.5269	52.69%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.7291	72.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.4353	43.53%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7457	74.57%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7283	72.83%
Acute Oral Toxicity (c)	III	0.3305	33.05%
Estrogen receptor binding	+	0.8209	82.09%
Androgen receptor binding	+	0.6311	63.11%
Thyroid receptor binding	+	0.6719	67.19%
Glucocorticoid receptor binding	+	0.7373	73.73%
Aromatase binding	+	0.8078	80.78%
PPAR gamma	+	0.5282	52.82%
Honey bee toxicity	-	0.9609	96.09%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9906	99.06%

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	91.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.60%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	87.08%	90.17%
CHEMBL2581	P07339	Cathepsin D	84.12%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.44%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.78%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	80.14%	94.73%

Plants that contains it

• Grindelia hirsutula

Cross-Links

• PubChem: 162994621
• LOTUS: LTS0211172
• wikiData: Q105144154