2-[2-(5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)ethenyl]-4-hydroxybut-2-enal

Details

• Internal ID: 8012ab4a-de6a-4adb-95b6-591e8c6f7796
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-[2-(5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)ethenyl]-4-hydroxybut-2-enal
• InChI: InChI=1S/C20H30O2/c1-15-6-9-18-19(2,3)11-5-12-20(18,4)17(15)8-7-16(14-22)10-13-21/h7-8,10,14,17-18,21H,1,5-6,9,11-13H2,2-4H3
• InChI Key: HWPDWZDRIFADHK-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: 4.50
• 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	+	0.9960	99.60%
Caco-2	+	0.7030	70.30%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.4591	45.91%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8397	83.97%
OATP1B3 inhibitior	-	0.3044	30.44%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5064	50.64%
BSEP inhibitior	-	0.6935	69.35%
P-glycoprotein inhibitior	-	0.6808	68.08%
P-glycoprotein substrate	-	0.8129	81.29%
CYP3A4 substrate	+	0.6202	62.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	-	0.7688	76.88%
CYP2C9 inhibition	-	0.7094	70.94%
CYP2C19 inhibition	-	0.6580	65.80%
CYP2D6 inhibition	-	0.9021	90.21%
CYP1A2 inhibition	-	0.8020	80.20%
CYP2C8 inhibition	-	0.5740	57.40%
CYP inhibitory promiscuity	-	0.7012	70.12%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6581	65.81%
Eye corrosion	-	0.9730	97.30%
Eye irritation	-	0.9492	94.92%
Skin irritation	-	0.6461	64.61%
Skin corrosion	-	0.9741	97.41%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7755	77.55%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6925	69.25%
skin sensitisation	+	0.5857	58.57%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6906	69.06%
Acute Oral Toxicity (c)	III	0.7801	78.01%
Estrogen receptor binding	+	0.5679	56.79%
Androgen receptor binding	-	0.5657	56.57%
Thyroid receptor binding	+	0.6659	66.59%
Glucocorticoid receptor binding	-	0.5895	58.95%
Aromatase binding	+	0.6487	64.87%
PPAR gamma	+	0.6448	64.48%
Honey bee toxicity	-	0.8771	87.71%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9974	99.74%

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	95.80%	91.11%
CHEMBL1977	P11473	Vitamin D receptor	93.64%	99.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.55%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.26%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.26%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.30%	96.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.73%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	83.48%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.17%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.14%	96.38%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.68%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	81.76%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.13%	95.89%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	80.77%	100.00%

Plants that contains it

• Alpinia chinensis

Cross-Links

• PubChem: 85273589
• LOTUS: LTS0121598
• wikiData: Q105034762