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

Details

• Internal ID: 576f9fc7-158f-4fb9-8425-30b984e1d797
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aS,5S,8aR)-5-[(1R)-1-hydroxy-3-methylidenepent-4-enyl]-1,1,4a-trimethyl-6-methylidene-3,4,5,7,8,8a-hexahydronaphthalen-2-one
• 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/h7,15-16,18,21H,1-3,8-12H2,4-6H3/t15-,16+,18-,20+/m1/s1
• InChI Key: RYIPUFTVAFKGEU-HNAWSFBYSA-N
• Popularity: 2 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: 4.50
• 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	+	0.9973	99.73%
Caco-2	+	0.6778	67.78%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6310	63.10%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.9087	90.87%
OATP1B3 inhibitior	+	0.9247	92.47%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6869	68.69%
P-glycoprotein inhibitior	-	0.7857	78.57%
P-glycoprotein substrate	-	0.8331	83.31%
CYP3A4 substrate	+	0.5908	59.08%
CYP2C9 substrate	-	0.8204	82.04%
CYP2D6 substrate	-	0.8004	80.04%
CYP3A4 inhibition	-	0.7186	71.86%
CYP2C9 inhibition	-	0.8789	87.89%
CYP2C19 inhibition	-	0.7045	70.45%
CYP2D6 inhibition	-	0.9493	94.93%
CYP1A2 inhibition	-	0.8729	87.29%
CYP2C8 inhibition	-	0.8016	80.16%
CYP inhibitory promiscuity	-	0.7922	79.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6555	65.55%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8662	86.62%
Skin irritation	+	0.6127	61.27%
Skin corrosion	-	0.9643	96.43%
Ames mutagenesis	-	0.5408	54.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.7194	71.94%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6693	66.93%
skin sensitisation	+	0.6361	63.61%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5669	56.69%
Acute Oral Toxicity (c)	III	0.9056	90.56%
Estrogen receptor binding	+	0.6189	61.89%
Androgen receptor binding	+	0.5685	56.85%
Thyroid receptor binding	+	0.5582	55.82%
Glucocorticoid receptor binding	+	0.7178	71.78%
Aromatase binding	+	0.6355	63.55%
PPAR gamma	+	0.5426	54.26%
Honey bee toxicity	-	0.8466	84.66%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9927	99.27%

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	95.57%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.89%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.42%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	87.22%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.24%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.19%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.92%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.77%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.04%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.03%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.09%	100.00%

Plants that contains it

• Syzygiella colorata

Cross-Links

• PubChem: 163051320
• LOTUS: LTS0001471
• wikiData: Q105247618