2-ethenyl-8-(hydroxymethyl)-2,4b,8-trimethyl-3,4,4a,5,6,7,8a,9-octahydro-1H-phenanthren-1-ol

Details

• Internal ID: 4b309e5d-b3fc-4b00-8543-11401702e854
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-ethenyl-8-(hydroxymethyl)-2,4b,8-trimethyl-3,4,4a,5,6,7,8a,9-octahydro-1H-phenanthren-1-ol
• InChI: InChI=1S/C20H32O2/c1-5-18(2)12-9-15-14(17(18)22)7-8-16-19(3,13-21)10-6-11-20(15,16)4/h5,7,15-17,21-22H,1,6,8-13H2,2-4H3
• InChI Key: OGDKBMIXPVDZEL-UHFFFAOYSA-N
• Popularity: 0 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): 40.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.08
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.6754	67.54%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5189	51.89%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8380	83.80%
OATP1B3 inhibitior	+	0.8964	89.64%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5843	58.43%
BSEP inhibitior	-	0.4541	45.41%
P-glycoprotein inhibitior	-	0.9050	90.50%
P-glycoprotein substrate	-	0.8121	81.21%
CYP3A4 substrate	+	0.5682	56.82%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7222	72.22%
CYP3A4 inhibition	-	0.6176	61.76%
CYP2C9 inhibition	-	0.6908	69.08%
CYP2C19 inhibition	-	0.6264	62.64%
CYP2D6 inhibition	-	0.8777	87.77%
CYP1A2 inhibition	-	0.6818	68.18%
CYP2C8 inhibition	-	0.7131	71.31%
CYP inhibitory promiscuity	-	0.5735	57.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6449	64.49%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.9296	92.96%
Skin irritation	-	0.6938	69.38%
Skin corrosion	-	0.9612	96.12%
Ames mutagenesis	-	0.8270	82.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4876	48.76%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5726	57.26%
skin sensitisation	-	0.6645	66.45%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7357	73.57%
Acute Oral Toxicity (c)	III	0.6996	69.96%
Estrogen receptor binding	+	0.6010	60.10%
Androgen receptor binding	+	0.5439	54.39%
Thyroid receptor binding	+	0.6755	67.55%
Glucocorticoid receptor binding	+	0.7812	78.12%
Aromatase binding	-	0.5371	53.71%
PPAR gamma	-	0.6249	62.49%
Honey bee toxicity	-	0.8597	85.97%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9936	99.36%

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	98.01%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.36%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.33%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	91.59%	95.93%
CHEMBL1977	P11473	Vitamin D receptor	91.34%	99.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.07%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.69%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.52%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.82%	100.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	87.30%	90.24%
CHEMBL2581	P07339	Cathepsin D	86.67%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.74%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.66%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	82.09%	94.75%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	82.04%	85.49%
CHEMBL221	P23219	Cyclooxygenase-1	80.57%	90.17%

Plants that contains it

• Salvia greggii

Cross-Links

• PubChem: 162875489
• LOTUS: LTS0036756
• wikiData: Q105191553