(4aS,5R,6R,8aR)-6-hydroxy-1,1,4a,6-tetramethyl-5-[(3S)-3-methylpent-4-enyl]-3,4,5,7,8,8a-hexahydronaphthalen-2-one

Details

• Internal ID: d2abf7de-2636-48bf-8cb1-461df03480ef
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aS,5R,6R,8aR)-6-hydroxy-1,1,4a,6-tetramethyl-5-[(3S)-3-methylpent-4-enyl]-3,4,5,7,8,8a-hexahydronaphthalen-2-one
• InChI: InChI=1S/C20H34O2/c1-7-14(2)8-9-16-19(5)12-11-17(21)18(3,4)15(19)10-13-20(16,6)22/h7,14-16,22H,1,8-13H2,2-6H3/t14-,15+,16-,19+,20-/m1/s1
• InChI Key: FYKNLZAMLDTXPG-VQEGESQYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.76
• 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	+	0.6714	67.14%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6935	69.35%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8869	88.69%
OATP1B3 inhibitior	+	0.9532	95.32%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.5668	56.68%
P-glycoprotein inhibitior	-	0.7882	78.82%
P-glycoprotein substrate	-	0.8609	86.09%
CYP3A4 substrate	+	0.5889	58.89%
CYP2C9 substrate	-	0.8375	83.75%
CYP2D6 substrate	-	0.8168	81.68%
CYP3A4 inhibition	-	0.7307	73.07%
CYP2C9 inhibition	-	0.8352	83.52%
CYP2C19 inhibition	-	0.6225	62.25%
CYP2D6 inhibition	-	0.9608	96.08%
CYP1A2 inhibition	-	0.8026	80.26%
CYP2C8 inhibition	-	0.8698	86.98%
CYP inhibitory promiscuity	-	0.8887	88.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7027	70.27%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.9282	92.82%
Skin irritation	+	0.5634	56.34%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5534	55.34%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5983	59.83%
skin sensitisation	+	0.6286	62.86%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6231	62.31%
Acute Oral Toxicity (c)	III	0.8704	87.04%
Estrogen receptor binding	+	0.7026	70.26%
Androgen receptor binding	-	0.6660	66.60%
Thyroid receptor binding	+	0.6172	61.72%
Glucocorticoid receptor binding	+	0.6809	68.09%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5559	55.59%
Honey bee toxicity	-	0.8753	87.53%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9919	99.19%

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	95.94%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.60%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	92.72%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.58%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.56%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.29%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.64%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.62%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.26%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.80%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.08%	96.47%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.86%	98.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.95%	90.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.58%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102170146
• LOTUS: LTS0273999
• wikiData: Q105004542