(2E)-2-[(4aR,4bR,8aR)-4b,8,8-trimethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-2-ylidene]-3-hydroxypropanal

Details

• Internal ID: 79bf6f1a-aa82-4761-9c04-66cfb7463db4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2E)-2-[(4aR,4bR,8aR)-4b,8,8-trimethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-2-ylidene]-3-hydroxypropanal
• InChI: InChI=1S/C20H30O2/c1-19(2)9-4-10-20(3)17-7-5-14(16(12-21)13-22)11-15(17)6-8-18(19)20/h11-12,17-18,22H,4-10,13H2,1-3H3/b16-14-/t17-,18-,20+/m1/s1
• InChI Key: DZRCZGSKSCJAQO-LQSIBPKLSA-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: 4.00
• Atomic LogP (AlogP): 4.44
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.8482	84.82%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4352	43.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8480	84.80%
OATP1B3 inhibitior	-	0.2415	24.15%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.5619	56.19%
BSEP inhibitior	+	0.6569	65.69%
P-glycoprotein inhibitior	-	0.5961	59.61%
P-glycoprotein substrate	-	0.8479	84.79%
CYP3A4 substrate	+	0.5733	57.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8563	85.63%
CYP3A4 inhibition	-	0.9452	94.52%
CYP2C9 inhibition	+	0.5392	53.92%
CYP2C19 inhibition	+	0.5358	53.58%
CYP2D6 inhibition	-	0.8909	89.09%
CYP1A2 inhibition	-	0.7759	77.59%
CYP2C8 inhibition	-	0.6274	62.74%
CYP inhibitory promiscuity	-	0.6878	68.78%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6041	60.41%
Eye corrosion	-	0.9648	96.48%
Eye irritation	-	0.9570	95.70%
Skin irritation	-	0.7046	70.46%
Skin corrosion	-	0.9717	97.17%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7071	70.71%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.7423	74.23%
skin sensitisation	+	0.5256	52.56%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7586	75.86%
Acute Oral Toxicity (c)	III	0.6888	68.88%
Estrogen receptor binding	+	0.7995	79.95%
Androgen receptor binding	+	0.6602	66.02%
Thyroid receptor binding	+	0.8705	87.05%
Glucocorticoid receptor binding	+	0.8245	82.45%
Aromatase binding	-	0.5394	53.94%
PPAR gamma	+	0.7341	73.41%
Honey bee toxicity	-	0.8986	89.86%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9916	99.16%

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	96.86%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.16%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.79%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.88%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.10%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.26%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.88%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.77%	82.69%
CHEMBL2664	P23526	Adenosylhomocysteinase	84.18%	86.67%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.22%	88.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.22%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.10%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.76%	91.07%
CHEMBL5028	O14672	ADAM10	80.56%	97.50%

Plants that contains it

• Euphorbia plumerioides

Cross-Links

• PubChem: 102056139
• LOTUS: LTS0117112
• wikiData: Q104991954