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

Details

• Internal ID: 7906ef34-8fdd-4368-8bff-7fe76d5190fd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S)-1-[(2S,4aS,4bS,8aS)-2,4b,8,8-tetramethyl-3,4,4a,5,6,7,8a,9-octahydro-1H-phenanthren-2-yl]ethane-1,2-diol
• InChI: InChI=1S/C20H34O2/c1-18(2)9-5-10-20(4)15-8-11-19(3,17(22)13-21)12-14(15)6-7-16(18)20/h6,15-17,21-22H,5,7-13H2,1-4H3/t15-,16-,17+,19-,20+/m0/s1
• InChI Key: PRWSVPQHBZCZSH-VBYALHQYSA-N
• Popularity: 3 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: 4.50
• Atomic LogP (AlogP): 4.31
• 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	+	0.7684	76.84%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5544	55.44%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.8689	86.89%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.6058	60.58%
P-glycoprotein inhibitior	-	0.8614	86.14%
P-glycoprotein substrate	-	0.8011	80.11%
CYP3A4 substrate	+	0.5540	55.40%
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	-	0.7298	72.98%
CYP inhibitory promiscuity	-	0.7632	76.32%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7010	70.10%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.9472	94.72%
Skin irritation	-	0.7554	75.54%
Skin corrosion	-	0.9682	96.82%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4092	40.92%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.7196	71.96%
skin sensitisation	-	0.5350	53.50%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7533	75.33%
Acute Oral Toxicity (c)	III	0.6691	66.91%
Estrogen receptor binding	+	0.7468	74.68%
Androgen receptor binding	+	0.5458	54.58%
Thyroid receptor binding	+	0.7255	72.55%
Glucocorticoid receptor binding	+	0.8662	86.62%
Aromatase binding	+	0.5464	54.64%
PPAR gamma	-	0.4858	48.58%
Honey bee toxicity	-	0.8871	88.71%
Biodegradation	-	0.8000	80.00%
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	99.37%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.38%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.44%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	95.13%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.32%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.30%	95.89%
CHEMBL2581	P07339	Cathepsin D	87.74%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	87.70%	94.75%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.85%	92.88%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.45%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.06%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.03%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.82%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.86%	82.69%

Plants that contains it

• Bruguiera gymnorhiza

Cross-Links

• PubChem: 15488958
• LOTUS: LTS0276022
• wikiData: Q105213953