1',6,6,9a-tetramethyl-3'-methylidene-1'-(4-oxopentan-2-yl)spiro[2,4,5,5a,8,9-hexahydro-1H-cyclopenta[a]naphthalene-3,2'-cyclopentane]-7-one

Details

• Internal ID: 3ff31c15-9e1e-4850-bcce-c084a78ed00e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 1',6,6,9a-tetramethyl-3'-methylidene-1'-(4-oxopentan-2-yl)spiro[2,4,5,5a,8,9-hexahydro-1H-cyclopenta[a]naphthalene-3,2'-cyclopentane]-7-one
• SMILES (Canonical): CC(CC(=O)C)C1(CCC(=C)C12CCC3=C2CCC4C3(CCC(=O)C4(C)C)C)C
• SMILES (Isomeric): CC(CC(=O)C)C1(CCC(=C)C12CCC3=C2CCC4C3(CCC(=O)C4(C)C)C)C
• InChI: InChI=1S/C27H40O2/c1-17-10-14-26(7,18(2)16-19(3)28)27(17)15-11-20-21(27)8-9-22-24(4,5)23(29)12-13-25(20,22)6/h18,22H,1,8-16H2,2-7H3
• InChI Key: PFCNVQZQCYFITI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₀O₂
• Molecular Weight: 396.60 g/mol
• Exact Mass: 396.302830514 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 6.84
• 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	+	0.9974	99.74%
Caco-2	+	0.7179	71.79%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6875	68.75%
OATP2B1 inhibitior	-	0.8664	86.64%
OATP1B1 inhibitior	+	0.8284	82.84%
OATP1B3 inhibitior	-	0.2313	23.13%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.8228	82.28%
P-glycoprotein inhibitior	+	0.5929	59.29%
P-glycoprotein substrate	-	0.7503	75.03%
CYP3A4 substrate	+	0.6270	62.70%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.7731	77.31%
CYP3A4 inhibition	-	0.8580	85.80%
CYP2C9 inhibition	-	0.8619	86.19%
CYP2C19 inhibition	-	0.5897	58.97%
CYP2D6 inhibition	-	0.9541	95.41%
CYP1A2 inhibition	-	0.8888	88.88%
CYP2C8 inhibition	-	0.7537	75.37%
CYP inhibitory promiscuity	-	0.6729	67.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5497	54.97%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.8115	81.15%
Skin irritation	+	0.5141	51.41%
Skin corrosion	-	0.9612	96.12%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8175	81.75%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6351	63.51%
skin sensitisation	+	0.6825	68.25%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5158	51.58%
Acute Oral Toxicity (c)	III	0.8155	81.55%
Estrogen receptor binding	+	0.6521	65.21%
Androgen receptor binding	+	0.6595	65.95%
Thyroid receptor binding	+	0.7088	70.88%
Glucocorticoid receptor binding	+	0.7341	73.41%
Aromatase binding	+	0.6709	67.09%
PPAR gamma	+	0.6275	62.75%
Honey bee toxicity	-	0.8602	86.02%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9970	99.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	95.53%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.69%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.12%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.62%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.22%	82.69%
CHEMBL2581	P07339	Cathepsin D	91.88%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.92%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	85.75%	91.19%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.71%	93.03%
CHEMBL221	P23219	Cyclooxygenase-1	82.99%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.38%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.13%	99.23%

Plants that contains it

• Abies sibirica

Cross-Links

• PubChem: 162875411
• LOTUS: LTS0181413
• wikiData: Q105207628