1-(6-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-3-methylidenepent-4-en-1-one

Details

• Internal ID: ff7f8949-dfd9-4475-8e11-d1b8ac257388
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 1-(6-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-3-methylidenepent-4-en-1-one
• SMILES (Canonical): CC1(C2CCC(=C)C(C2(CCC1O)C)C(=O)CC(=C)C=C)C
• SMILES (Isomeric): CC1(C2CCC(=C)C(C2(CCC1O)C)C(=O)CC(=C)C=C)C
• InChI: InChI=1S/C20H30O2/c1-7-13(2)12-15(21)18-14(3)8-9-16-19(4,5)17(22)10-11-20(16,18)6/h7,16-18,22H,1-3,8-12H2,4-6H3
• InChI Key: LLFVYKSZMYVXBD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.46
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6705	67.05%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7165	71.65%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.9055	90.55%
OATP1B3 inhibitior	+	0.9337	93.37%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.7734	77.34%
P-glycoprotein inhibitior	-	0.8128	81.28%
P-glycoprotein substrate	-	0.8361	83.61%
CYP3A4 substrate	+	0.6311	63.11%
CYP2C9 substrate	-	0.8204	82.04%
CYP2D6 substrate	-	0.8004	80.04%
CYP3A4 inhibition	-	0.6874	68.74%
CYP2C9 inhibition	-	0.8393	83.93%
CYP2C19 inhibition	-	0.6463	64.63%
CYP2D6 inhibition	-	0.9530	95.30%
CYP1A2 inhibition	-	0.8966	89.66%
CYP2C8 inhibition	-	0.7962	79.62%
CYP inhibitory promiscuity	-	0.7976	79.76%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6400	64.00%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8534	85.34%
Skin irritation	+	0.5598	55.98%
Skin corrosion	-	0.9632	96.32%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3893	38.93%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6476	64.76%
skin sensitisation	+	0.6246	62.46%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5589	55.89%
Acute Oral Toxicity (c)	III	0.8876	88.76%
Estrogen receptor binding	+	0.6232	62.32%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6243	62.43%
Glucocorticoid receptor binding	+	0.6509	65.09%
Aromatase binding	-	0.4840	48.40%
PPAR gamma	-	0.5053	50.53%
Honey bee toxicity	-	0.8563	85.63%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9941	99.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	96.13%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.29%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.42%	100.00%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	86.30%	82.05%
CHEMBL226	P30542	Adenosine A1 receptor	85.47%	95.93%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.28%	94.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.26%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.21%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	83.85%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.26%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.43%	100.00%
CHEMBL5028	O14672	ADAM10	80.59%	97.50%

Plants that contains it

• Syzygiella colorata

Cross-Links

• PubChem: 162915806
• LOTUS: LTS0269329
• wikiData: Q105153497