(E)-5-[(1S,4aR,5S,8aR)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enal

Details

• Internal ID: b21baeeb-c405-456a-b7be-9cc10ca9d6ea
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (E)-5-[(1S,4aR,5S,8aR)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enal
• InChI: InChI=1S/C20H32O2/c1-15(10-13-21)6-8-17-16(2)7-9-18-19(3,14-22)11-5-12-20(17,18)4/h10,13,17-18,22H,2,5-9,11-12,14H2,1,3-4H3/b15-10+/t17-,18-,19+,20+/m0/s1
• InChI Key: DMAYHYDGHPCXIT-AKZLODSSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.68
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.8046	80.46%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4466	44.66%
OATP2B1 inhibitior	-	0.8629	86.29%
OATP1B1 inhibitior	+	0.8054	80.54%
OATP1B3 inhibitior	+	0.7964	79.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5936	59.36%
BSEP inhibitior	+	0.5802	58.02%
P-glycoprotein inhibitior	-	0.7516	75.16%
P-glycoprotein substrate	-	0.7692	76.92%
CYP3A4 substrate	+	0.6258	62.58%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	-	0.8801	88.01%
CYP3A4 inhibition	-	0.5913	59.13%
CYP2C9 inhibition	+	0.5527	55.27%
CYP2C19 inhibition	-	0.5639	56.39%
CYP2D6 inhibition	-	0.9016	90.16%
CYP1A2 inhibition	-	0.7565	75.65%
CYP2C8 inhibition	-	0.5579	55.79%
CYP inhibitory promiscuity	-	0.6823	68.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6381	63.81%
Eye corrosion	-	0.9737	97.37%
Eye irritation	-	0.8503	85.03%
Skin irritation	-	0.7323	73.23%
Skin corrosion	-	0.9796	97.96%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8064	80.64%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7572	75.72%
skin sensitisation	+	0.4853	48.53%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7240	72.40%
Acute Oral Toxicity (c)	III	0.6995	69.95%
Estrogen receptor binding	+	0.6915	69.15%
Androgen receptor binding	+	0.6508	65.08%
Thyroid receptor binding	+	0.7271	72.71%
Glucocorticoid receptor binding	+	0.7927	79.27%
Aromatase binding	+	0.5798	57.98%
PPAR gamma	+	0.5222	52.22%
Honey bee toxicity	-	0.8697	86.97%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	96.48%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.56%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.77%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.51%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.33%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.81%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.99%	98.95%
CHEMBL1977	P11473	Vitamin D receptor	85.48%	99.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.19%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.49%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.95%	96.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.62%	100.00%
CHEMBL233	P35372	Mu opioid receptor	80.72%	97.93%

Plants that contains it

• Juniperus thurifera

Cross-Links

• PubChem: 14138906
• LOTUS: LTS0271599
• wikiData: Q104985004