7-ethenyl-1-(hydroxymethyl)-1,4a,7-trimethyl-3,4,6,8,8a,9,10,10a-octahydro-2H-phenanthren-2-ol

Details

• Internal ID: 86086a01-2961-4619-bb07-cf17ab42d9e3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 7-ethenyl-1-(hydroxymethyl)-1,4a,7-trimethyl-3,4,6,8,8a,9,10,10a-octahydro-2H-phenanthren-2-ol
• SMILES (Canonical): CC12CCC(C(C1CCC3C2=CCC(C3)(C)C=C)(C)CO)O
• SMILES (Isomeric): CC12CCC(C(C1CCC3C2=CCC(C3)(C)C=C)(C)CO)O
• InChI: InChI=1S/C20H32O2/c1-5-18(2)10-8-15-14(12-18)6-7-16-19(15,3)11-9-17(22)20(16,4)13-21/h5,8,14,16-17,21-22H,1,6-7,9-13H2,2-4H3
• InChI Key: WRGZWTZNRDSMIN-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: 4.80
• 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	+	0.9898	98.98%
Caco-2	+	0.7396	73.96%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.5836	58.36%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9436	94.36%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6018	60.18%
BSEP inhibitior	+	0.6633	66.33%
P-glycoprotein inhibitior	-	0.8570	85.70%
P-glycoprotein substrate	-	0.8297	82.97%
CYP3A4 substrate	+	0.5642	56.42%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7222	72.22%
CYP3A4 inhibition	-	0.8132	81.32%
CYP2C9 inhibition	-	0.8387	83.87%
CYP2C19 inhibition	-	0.7544	75.44%
CYP2D6 inhibition	-	0.9124	91.24%
CYP1A2 inhibition	-	0.8134	81.34%
CYP2C8 inhibition	-	0.5953	59.53%
CYP inhibitory promiscuity	-	0.7774	77.74%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6476	64.76%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9436	94.36%
Skin irritation	-	0.6153	61.53%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3784	37.84%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6101	61.01%
skin sensitisation	-	0.7758	77.58%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6511	65.11%
Acute Oral Toxicity (c)	III	0.7582	75.82%
Estrogen receptor binding	+	0.7159	71.59%
Androgen receptor binding	+	0.5282	52.82%
Thyroid receptor binding	+	0.5805	58.05%
Glucocorticoid receptor binding	+	0.8019	80.19%
Aromatase binding	+	0.6572	65.72%
PPAR gamma	-	0.5737	57.37%
Honey bee toxicity	-	0.8521	85.21%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9698	96.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	92.65%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.64%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.68%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.01%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.76%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.87%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	83.32%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.95%	94.45%
CHEMBL2581	P07339	Cathepsin D	82.34%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	81.26%	95.38%

Plants that contains it

• Helichrysum setosum

Cross-Links

• PubChem: 162947373
• LOTUS: LTS0052398
• wikiData: Q105311231