2',3-dimethyl-8-methylidene-5-prop-1-en-2-ylspiro[5,6,7,8a-tetrahydro-4aH-naphthalene-1,5'-cyclopent-2-ene]-1',2-dione

Details

• Internal ID: 0487686d-5b07-472d-8a30-cf5e81cb515b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2',3-dimethyl-8-methylidene-5-prop-1-en-2-ylspiro[5,6,7,8a-tetrahydro-4aH-naphthalene-1,5'-cyclopent-2-ene]-1',2-dione
• SMILES (Canonical): CC1=CCC2(C1=O)C3C(C=C(C2=O)C)C(CCC3=C)C(=C)C
• SMILES (Isomeric): CC1=CCC2(C1=O)C3C(C=C(C2=O)C)C(CCC3=C)C(=C)C
• InChI: InChI=1S/C20H24O2/c1-11(2)15-7-6-12(3)17-16(15)10-14(5)19(22)20(17)9-8-13(4)18(20)21/h8,10,15-17H,1,3,6-7,9H2,2,4-5H3
• InChI Key: FORLYQGDAZRKBL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₂
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.177630004 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.20
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.5912	59.12%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5233	52.33%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.9165	91.65%
OATP1B3 inhibitior	+	0.8895	88.95%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.6726	67.26%
P-glycoprotein inhibitior	-	0.7751	77.51%
P-glycoprotein substrate	-	0.7956	79.56%
CYP3A4 substrate	+	0.5811	58.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8449	84.49%
CYP3A4 inhibition	-	0.9062	90.62%
CYP2C9 inhibition	-	0.8184	81.84%
CYP2C19 inhibition	-	0.6514	65.14%
CYP2D6 inhibition	-	0.9379	93.79%
CYP1A2 inhibition	-	0.6434	64.34%
CYP2C8 inhibition	-	0.7659	76.59%
CYP inhibitory promiscuity	-	0.7428	74.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4702	47.02%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.8727	87.27%
Skin irritation	+	0.5882	58.82%
Skin corrosion	-	0.9372	93.72%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5770	57.70%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6961	69.61%
skin sensitisation	+	0.7190	71.90%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6253	62.53%
Acute Oral Toxicity (c)	III	0.6201	62.01%
Estrogen receptor binding	-	0.7434	74.34%
Androgen receptor binding	+	0.5970	59.70%
Thyroid receptor binding	+	0.5615	56.15%
Glucocorticoid receptor binding	+	0.5409	54.09%
Aromatase binding	-	0.7230	72.30%
PPAR gamma	+	0.5753	57.53%
Honey bee toxicity	-	0.8737	87.37%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9864	98.64%

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	92.20%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.43%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.06%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.86%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.16%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	86.46%	94.75%
CHEMBL1871	P10275	Androgen Receptor	85.88%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.26%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.83%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.46%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.10%	99.23%

Plants that contains it

• Jatropha curcas

Cross-Links

• PubChem: 75599552
• LOTUS: LTS0103069
• wikiData: Q104998908