2-[(2'R,4aS,5S,8S,8aS)-5-hydroxy-2',4,4,8a-tetramethyl-7-(2-methylpropanoyloxymethyl)spiro[2,3,4a,5-tetrahydro-1H-naphthalene-8,5'-oxolane]-2'-yl]acetic acid

Details

• Internal ID: 9acce827-15ad-4743-9b02-5a8292af00e6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-[(2'R,4aS,5S,8S,8aS)-5-hydroxy-2',4,4,8a-tetramethyl-7-(2-methylpropanoyloxymethyl)spiro[2,3,4a,5-tetrahydro-1H-naphthalene-8,5'-oxolane]-2'-yl]acetic acid
• InChI: InChI=1S/C24H38O6/c1-15(2)20(28)29-14-16-12-17(25)19-21(3,4)8-7-9-23(19,6)24(16)11-10-22(5,30-24)13-18(26)27/h12,15,17,19,25H,7-11,13-14H2,1-6H3,(H,26,27)/t17-,19-,22+,23-,24+/m0/s1
• InChI Key: ILGOTJMUMBDLFG-UDFCLBJXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₈O₆
• Molecular Weight: 422.60 g/mol
• Exact Mass: 422.26683893 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.10
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9865	98.65%
Caco-2	+	0.5148	51.48%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8242	82.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8062	80.62%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5792	57.92%
BSEP inhibitior	+	0.8689	86.89%
P-glycoprotein inhibitior	-	0.5192	51.92%
P-glycoprotein substrate	-	0.7978	79.78%
CYP3A4 substrate	+	0.6119	61.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8558	85.58%
CYP3A4 inhibition	-	0.6779	67.79%
CYP2C9 inhibition	-	0.7359	73.59%
CYP2C19 inhibition	-	0.8686	86.86%
CYP2D6 inhibition	-	0.9047	90.47%
CYP1A2 inhibition	-	0.7665	76.65%
CYP2C8 inhibition	-	0.5683	56.83%
CYP inhibitory promiscuity	-	0.7964	79.64%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5423	54.23%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9091	90.91%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5623	56.23%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8435	84.35%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7772	77.72%
Acute Oral Toxicity (c)	I	0.4114	41.14%
Estrogen receptor binding	+	0.8081	80.81%
Androgen receptor binding	+	0.6871	68.71%
Thyroid receptor binding	+	0.6820	68.20%
Glucocorticoid receptor binding	+	0.8585	85.85%
Aromatase binding	+	0.8265	82.65%
PPAR gamma	+	0.7053	70.53%
Honey bee toxicity	-	0.8365	83.65%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7255	72.55%
Fish aquatic toxicity	+	0.9905	99.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.82%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.17%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.52%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	93.05%	90.17%
CHEMBL2581	P07339	Cathepsin D	92.21%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.43%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.06%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.39%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.23%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.83%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.09%	95.89%

Plants that contains it

• Grindelia hirsutula

Cross-Links

• PubChem: 163026184
• LOTUS: LTS0251421
• wikiData: Q105115192