(4aS,5S,8aR)-1,1,4a-trimethyl-6-methylidene-5-(3-methylidenepent-4-enoyl)-3,4,5,7,8,8a-hexahydronaphthalen-2-one

Details

• Internal ID: 606d0675-9264-410c-aed3-baa4979d7bbd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aS,5S,8aR)-1,1,4a-trimethyl-6-methylidene-5-(3-methylidenepent-4-enoyl)-3,4,5,7,8,8a-hexahydronaphthalen-2-one
• SMILES (Canonical): CC1(C2CCC(=C)C(C2(CCC1=O)C)C(=O)CC(=C)C=C)C
• SMILES (Isomeric): C[C@]12CCC(=O)C([C@@H]1CCC(=C)[C@@H]2C(=O)CC(=C)C=C)(C)C
• InChI: InChI=1S/C20H28O2/c1-7-13(2)12-15(21)18-14(3)8-9-16-19(4,5)17(22)10-11-20(16,18)6/h7,16,18H,1-3,8-12H2,4-6H3/t16-,18+,20-/m0/s1
• InChI Key: QWHKAVBMXBNCMY-HQRMLTQVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.67
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

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	+	0.7200	72.00%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6922	69.22%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8851	88.51%
OATP1B3 inhibitior	-	0.2372	23.72%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7524	75.24%
P-glycoprotein inhibitior	-	0.7028	70.28%
P-glycoprotein substrate	-	0.8047	80.47%
CYP3A4 substrate	+	0.5811	58.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8058	80.58%
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	-	0.7521	75.21%
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	-	0.8349	83.49%
Skin irritation	-	0.5335	53.35%
Skin corrosion	-	0.9690	96.90%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6905	69.05%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5787	57.87%
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	+	0.7055	70.55%
Acute Oral Toxicity (c)	III	0.8252	82.52%
Estrogen receptor binding	-	0.4755	47.55%
Androgen receptor binding	+	0.5342	53.42%
Thyroid receptor binding	+	0.5575	55.75%
Glucocorticoid receptor binding	+	0.6023	60.23%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5167	51.67%
Honey bee toxicity	-	0.8838	88.38%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.05%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	89.80%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.38%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.20%	96.09%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	83.54%	82.05%
CHEMBL340	P08684	Cytochrome P450 3A4	83.09%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.27%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.19%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.11%	94.45%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.96%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.41%	91.24%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.05%	93.03%

Plants that contains it

• Syzygiella colorata

Cross-Links

• PubChem: 101244624
• LOTUS: LTS0196973
• wikiData: Q105229179