5'-ethenyl-8a-hydroxy-3,4a,5',8,8-pentamethylspiro[6,7-dihydro-5H-naphthalene-4,2'-oxolane]-1-one

Details

• Internal ID: 9e76cdd4-75d0-4b4e-a85c-c7e869e4a775
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5'-ethenyl-8a-hydroxy-3,4a,5',8,8-pentamethylspiro[6,7-dihydro-5H-naphthalene-4,2'-oxolane]-1-one
• SMILES (Canonical): CC1=CC(=O)C2(C(CCCC2(C13CCC(O3)(C)C=C)C)(C)C)O
• SMILES (Isomeric): CC1=CC(=O)C2(C(CCCC2(C13CCC(O3)(C)C=C)C)(C)C)O
• InChI: InChI=1S/C20H30O3/c1-7-17(5)11-12-19(23-17)14(2)13-15(21)20(22)16(3,4)9-8-10-18(19,20)6/h7,13,22H,1,8-12H2,2-6H3
• InChI Key: BTMDMKPWBNMAJX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.96
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.7658	76.58%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7092	70.92%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.8669	86.69%
OATP1B3 inhibitior	+	0.8234	82.34%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.6836	68.36%
P-glycoprotein inhibitior	-	0.8743	87.43%
P-glycoprotein substrate	-	0.8516	85.16%
CYP3A4 substrate	+	0.5875	58.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8741	87.41%
CYP3A4 inhibition	-	0.7021	70.21%
CYP2C9 inhibition	-	0.7766	77.66%
CYP2C19 inhibition	-	0.5684	56.84%
CYP2D6 inhibition	-	0.9444	94.44%
CYP1A2 inhibition	-	0.5333	53.33%
CYP2C8 inhibition	-	0.8788	87.88%
CYP inhibitory promiscuity	-	0.8118	81.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5287	52.87%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.7864	78.64%
Skin irritation	+	0.5390	53.90%
Skin corrosion	-	0.9179	91.79%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4201	42.01%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5532	55.32%
skin sensitisation	-	0.6713	67.13%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5910	59.10%
Acute Oral Toxicity (c)	III	0.5723	57.23%
Estrogen receptor binding	+	0.7820	78.20%
Androgen receptor binding	+	0.7070	70.70%
Thyroid receptor binding	+	0.7421	74.21%
Glucocorticoid receptor binding	+	0.6254	62.54%
Aromatase binding	+	0.6252	62.52%
PPAR gamma	-	0.5709	57.09%
Honey bee toxicity	-	0.9211	92.11%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9929	99.29%

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	93.17%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.94%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.51%	98.95%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.26%	86.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.45%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.45%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.99%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.96%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.41%	89.00%

Plants that contains it

• Haplopappus parvifolius

Cross-Links

• PubChem: 162941041
• LOTUS: LTS0036965
• wikiData: Q104945736