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

Details

• Internal ID: a153062f-68a5-4639-8a85-a039f9c95ad7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-[(2'S,4aS,5R,8R,8aS)-5-formyloxy-2',4,4,7,8a-pentamethylspiro[2,3,4a,5-tetrahydro-1H-naphthalene-8,5'-oxolane]-2'-yl]acetic acid
• InChI: InChI=1S/C21H32O5/c1-14-11-15(25-13-22)17-18(2,3)7-6-8-20(17,5)21(14)10-9-19(4,26-21)12-16(23)24/h11,13,15,17H,6-10,12H2,1-5H3,(H,23,24)/t15-,17+,19+,20+,21-/m1/s1
• InChI Key: BAHVRTCQDFBKAW-DAEMFEISSA-N
• Popularity: 2 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: 3.60
• Atomic LogP (AlogP): 4.10
• 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	+	0.9897	98.97%
Caco-2	+	0.6383	63.83%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7442	74.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7908	79.08%
OATP1B3 inhibitior	+	0.8217	82.17%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.5704	57.04%
P-glycoprotein inhibitior	-	0.6061	60.61%
P-glycoprotein substrate	-	0.8132	81.32%
CYP3A4 substrate	+	0.5964	59.64%
CYP2C9 substrate	-	0.6027	60.27%
CYP2D6 substrate	-	0.8678	86.78%
CYP3A4 inhibition	-	0.5633	56.33%
CYP2C9 inhibition	-	0.7360	73.60%
CYP2C19 inhibition	-	0.7816	78.16%
CYP2D6 inhibition	-	0.9264	92.64%
CYP1A2 inhibition	-	0.7697	76.97%
CYP2C8 inhibition	-	0.5583	55.83%
CYP inhibitory promiscuity	-	0.8289	82.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6002	60.02%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8972	89.72%
Skin irritation	+	0.5590	55.90%
Skin corrosion	-	0.9298	92.98%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4477	44.77%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7741	77.41%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7798	77.98%
Acute Oral Toxicity (c)	I	0.4310	43.10%
Estrogen receptor binding	+	0.8210	82.10%
Androgen receptor binding	+	0.6098	60.98%
Thyroid receptor binding	+	0.7457	74.57%
Glucocorticoid receptor binding	+	0.7803	78.03%
Aromatase binding	+	0.8191	81.91%
PPAR gamma	+	0.6001	60.01%
Honey bee toxicity	-	0.9100	91.00%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7455	74.55%
Fish aquatic toxicity	+	0.9914	99.14%

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	95.06%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.35%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.31%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.22%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.99%	95.56%
CHEMBL4208	P20618	Proteasome component C5	81.73%	90.00%
CHEMBL2581	P07339	Cathepsin D	80.85%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	80.56%	90.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.14%	90.24%

Plants that contains it

• Grindelia hirsutula

Cross-Links

• PubChem: 163103460
• LOTUS: LTS0155811
• wikiData: Q104922181