methyl 2-[(2'R,4aS,8R,8aS)-2',4,4,7,8a-pentamethylspiro[2,3,4a,5-tetrahydro-1H-naphthalene-8,5'-oxolane]-2'-yl]acetate

Details

• Internal ID: 013ce58f-dbc4-4aaf-bcb3-3df0a85f9377
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl 2-[(2'R,4aS,8R,8aS)-2',4,4,7,8a-pentamethylspiro[2,3,4a,5-tetrahydro-1H-naphthalene-8,5'-oxolane]-2'-yl]acetate
• SMILES (Canonical): CC1=CCC2C(CCCC2(C13CCC(O3)(C)CC(=O)OC)C)(C)C
• SMILES (Isomeric): CC1=CC[C@@H]2[C@@]([C@@]13CC[C@](O3)(C)CC(=O)OC)(CCCC2(C)C)C
• InChI: InChI=1S/C21H34O3/c1-15-8-9-16-18(2,3)10-7-11-20(16,5)21(15)13-12-19(4,24-21)14-17(22)23-6/h8,16H,7,9-14H2,1-6H3/t16-,19+,20-,21+/m0/s1
• InChI Key: TWPKVIVCLJTFPY-NASSWSRMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₃
• Molecular Weight: 334.50 g/mol
• Exact Mass: 334.25079494 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 5.04
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.7857	78.57%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4348	43.48%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8300	83.00%
OATP1B3 inhibitior	+	0.8931	89.31%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.6200	62.00%
P-glycoprotein inhibitior	-	0.5889	58.89%
P-glycoprotein substrate	-	0.8470	84.70%
CYP3A4 substrate	+	0.6176	61.76%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8506	85.06%
CYP3A4 inhibition	-	0.8171	81.71%
CYP2C9 inhibition	-	0.5243	52.43%
CYP2C19 inhibition	+	0.5637	56.37%
CYP2D6 inhibition	-	0.9172	91.72%
CYP1A2 inhibition	-	0.7261	72.61%
CYP2C8 inhibition	+	0.4664	46.64%
CYP inhibitory promiscuity	-	0.5074	50.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5651	56.51%
Eye corrosion	-	0.9757	97.57%
Eye irritation	-	0.6940	69.40%
Skin irritation	-	0.7321	73.21%
Skin corrosion	-	0.9673	96.73%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8162	81.62%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6584	65.84%
skin sensitisation	-	0.5975	59.75%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7308	73.08%
Acute Oral Toxicity (c)	III	0.5643	56.43%
Estrogen receptor binding	+	0.6960	69.60%
Androgen receptor binding	+	0.6137	61.37%
Thyroid receptor binding	+	0.7552	75.52%
Glucocorticoid receptor binding	+	0.6380	63.80%
Aromatase binding	+	0.7542	75.42%
PPAR gamma	+	0.5722	57.22%
Honey bee toxicity	-	0.9266	92.66%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9868	98.68%

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	95.62%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.27%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	93.78%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	85.50%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.57%	96.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.24%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.91%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.38%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.03%	92.62%

Plants that contains it

• Grindelia hirsutula

Cross-Links

• PubChem: 13918344
• LOTUS: LTS0062872
• wikiData: Q105265987