(5'-ethenyl-3,4a,5',8,8-pentamethylspiro[5,6,7,8a-tetrahydro-1H-naphthalene-4,2'-oxolane]-1-yl) acetate

Details

• Internal ID: c03973b2-bd82-4b3d-91cc-8f2c729e239c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (5'-ethenyl-3,4a,5',8,8-pentamethylspiro[5,6,7,8a-tetrahydro-1H-naphthalene-4,2'-oxolane]-1-yl) acetate
• SMILES (Canonical): CC1=CC(C2C(CCCC2(C13CCC(O3)(C)C=C)C)(C)C)OC(=O)C
• SMILES (Isomeric): CC1=CC(C2C(CCCC2(C13CCC(O3)(C)C=C)C)(C)C)OC(=O)C
• InChI: InChI=1S/C22H34O3/c1-8-20(6)12-13-22(25-20)15(2)14-17(24-16(3)23)18-19(4,5)10-9-11-21(18,22)7/h8,14,17-18H,1,9-13H2,2-7H3
• InChI Key: VIMUOARITKFYIF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₃
• Molecular Weight: 346.50 g/mol
• Exact Mass: 346.25079494 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.20
• 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	+	0.9963	99.63%
Caco-2	+	0.7823	78.23%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6092	60.92%
OATP2B1 inhibitior	-	0.8631	86.31%
OATP1B1 inhibitior	+	0.8083	80.83%
OATP1B3 inhibitior	-	0.2329	23.29%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.8642	86.42%
P-glycoprotein inhibitior	-	0.6127	61.27%
P-glycoprotein substrate	-	0.8322	83.22%
CYP3A4 substrate	+	0.6325	63.25%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8506	85.06%
CYP3A4 inhibition	-	0.5612	56.12%
CYP2C9 inhibition	-	0.7518	75.18%
CYP2C19 inhibition	+	0.7873	78.73%
CYP2D6 inhibition	-	0.9175	91.75%
CYP1A2 inhibition	-	0.6512	65.12%
CYP2C8 inhibition	-	0.6123	61.23%
CYP inhibitory promiscuity	-	0.7458	74.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5433	54.33%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.8594	85.94%
Skin irritation	-	0.6133	61.33%
Skin corrosion	-	0.9526	95.26%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7352	73.52%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6209	62.09%
skin sensitisation	+	0.5219	52.19%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5806	58.06%
Acute Oral Toxicity (c)	III	0.7704	77.04%
Estrogen receptor binding	+	0.7706	77.06%
Androgen receptor binding	+	0.6249	62.49%
Thyroid receptor binding	+	0.7518	75.18%
Glucocorticoid receptor binding	+	0.7228	72.28%
Aromatase binding	+	0.7179	71.79%
PPAR gamma	+	0.6288	62.88%
Honey bee toxicity	-	0.8077	80.77%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	+	0.9967	99.67%

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	96.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.10%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.55%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.45%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.96%	91.19%
CHEMBL5028	O14672	ADAM10	82.15%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.89%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.24%	97.25%

Plants that contains it

• Haplopappus parvifolius

Cross-Links

• PubChem: 162898751
• LOTUS: LTS0235251
• wikiData: Q105286894