5-[2-(5,5,8a-Trimethyl-2-methylidene-6-oxo-1,3,4,4a,7,8-hexahydronaphthalen-1-yl)ethyl]-1,1,4a-trimethyl-6-methylidene-3,4,5,7,8,8a-hexahydronaphthalen-2-one

Details

• Internal ID: 64b6f99e-2afb-49d4-849b-0c5db94faa25
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 5-[2-(5,5,8a-trimethyl-2-methylidene-6-oxo-1,3,4,4a,7,8-hexahydronaphthalen-1-yl)ethyl]-1,1,4a-trimethyl-6-methylidene-3,4,5,7,8,8a-hexahydronaphthalen-2-one
• SMILES (Canonical): CC1(C2CCC(=C)C(C2(CCC1=O)C)CCC3C(=C)CCC4C3(CCC(=O)C4(C)C)C)C
• SMILES (Isomeric): CC1(C2CCC(=C)C(C2(CCC1=O)C)CCC3C(=C)CCC4C3(CCC(=O)C4(C)C)C)C
• InChI: InChI=1S/C30H46O2/c1-19-9-13-23-27(3,4)25(31)15-17-29(23,7)21(19)11-12-22-20(2)10-14-24-28(5,6)26(32)16-18-30(22,24)8/h21-24H,1-2,9-18H2,3-8H3
• InChI Key: TWBVZVAEDWRAJO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₂
• Molecular Weight: 438.70 g/mol
• Exact Mass: 438.349780706 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 7.72
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	-	0.5775	57.75%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6922	69.22%
OATP2B1 inhibitior	-	0.8620	86.20%
OATP1B1 inhibitior	+	0.9147	91.47%
OATP1B3 inhibitior	-	0.2372	23.72%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7619	76.19%
P-glycoprotein inhibitior	+	0.6222	62.22%
P-glycoprotein substrate	-	0.9183	91.83%
CYP3A4 substrate	+	0.5391	53.91%
CYP2C9 substrate	-	0.8039	80.39%
CYP2D6 substrate	-	0.7758	77.58%
CYP3A4 inhibition	-	0.7632	76.32%
CYP2C9 inhibition	-	0.8223	82.23%
CYP2C19 inhibition	-	0.5570	55.70%
CYP2D6 inhibition	-	0.9549	95.49%
CYP1A2 inhibition	-	0.8289	82.89%
CYP2C8 inhibition	-	0.8598	85.98%
CYP inhibitory promiscuity	-	0.7244	72.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5819	58.19%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.8584	85.84%
Skin irritation	-	0.5335	53.35%
Skin corrosion	-	0.9690	96.90%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6860	68.60%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	+	0.7666	76.66%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5623	56.23%
Acute Oral Toxicity (c)	III	0.8252	82.52%
Estrogen receptor binding	+	0.6910	69.10%
Androgen receptor binding	+	0.6396	63.96%
Thyroid receptor binding	+	0.6484	64.84%
Glucocorticoid receptor binding	+	0.7207	72.07%
Aromatase binding	+	0.6280	62.80%
PPAR gamma	+	0.6449	64.49%
Honey bee toxicity	-	0.8689	86.89%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9963	99.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.45%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.69%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.30%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.63%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.40%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.24%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	82.44%	83.82%
CHEMBL1937	Q92769	Histone deacetylase 2	80.94%	94.75%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.60%	85.30%
CHEMBL259	P32245	Melanocortin receptor 4	80.17%	95.38%

Plants that contains it

• Picea obovata

Cross-Links

• PubChem: 12313727
• LOTUS: LTS0001956
• wikiData: Q105265710