(1S)-1-[(2S,4aS,10aS)-2,4a,8,8-tetramethyl-3,4,5,6,7,9,10,10a-octahydro-1H-phenanthren-2-yl]ethane-1,2-diol

Details

• Internal ID: 2b02954e-c64b-40e3-80ab-0c081d3dd8ae
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S)-1-[(2S,4aS,10aS)-2,4a,8,8-tetramethyl-3,4,5,6,7,9,10,10a-octahydro-1H-phenanthren-2-yl]ethane-1,2-diol
• InChI: InChI=1S/C20H34O2/c1-18(2)9-5-6-16-15(18)8-7-14-12-19(3,17(22)13-21)10-11-20(14,16)4/h14,17,21-22H,5-13H2,1-4H3/t14-,17+,19-,20-/m0/s1
• InChI Key: YZWDWDAULOKZKU-KTGNWYGMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.45
• 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	+	0.9923	99.23%
Caco-2	+	0.7508	75.08%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5544	55.44%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.8417	84.17%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7183	71.83%
P-glycoprotein inhibitior	-	0.8762	87.62%
P-glycoprotein substrate	-	0.8290	82.90%
CYP3A4 substrate	+	0.5290	52.90%
CYP2C9 substrate	-	0.6197	61.97%
CYP2D6 substrate	-	0.7438	74.38%
CYP3A4 inhibition	-	0.8134	81.34%
CYP2C9 inhibition	-	0.7112	71.12%
CYP2C19 inhibition	-	0.7228	72.28%
CYP2D6 inhibition	-	0.8974	89.74%
CYP1A2 inhibition	-	0.8243	82.43%
CYP2C8 inhibition	-	0.8074	80.74%
CYP inhibitory promiscuity	-	0.7632	76.32%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7010	70.10%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.7842	78.42%
Skin irritation	-	0.7554	75.54%
Skin corrosion	-	0.9682	96.82%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4426	44.26%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5893	58.93%
skin sensitisation	-	0.5350	53.50%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7969	79.69%
Acute Oral Toxicity (c)	III	0.6691	66.91%
Estrogen receptor binding	+	0.7010	70.10%
Androgen receptor binding	-	0.5786	57.86%
Thyroid receptor binding	+	0.7441	74.41%
Glucocorticoid receptor binding	+	0.8100	81.00%
Aromatase binding	+	0.6227	62.27%
PPAR gamma	-	0.5517	55.17%
Honey bee toxicity	-	0.8538	85.38%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9416	94.16%

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	98.29%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.21%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.33%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.47%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.51%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.94%	82.69%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.12%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.44%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.58%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.64%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.52%	92.62%
CHEMBL259	P32245	Melanocortin receptor 4	83.51%	95.38%
CHEMBL240	Q12809	HERG	82.53%	89.76%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163030219
• LOTUS: LTS0156757
• wikiData: Q105369528