(2R,3R,4bR,7R,8aR,10aR)-7-ethenyl-1,1,4b,7-tetramethyl-3,5,6,8,8a,9,10,10a-octahydro-2H-phenanthrene-2,3-diol

Details

• Internal ID: ea256233-72a1-4f06-bb27-b37ce5d8efce
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: (2R,3R,4bR,7R,8aR,10aR)-7-ethenyl-1,1,4b,7-tetramethyl-3,5,6,8,8a,9,10,10a-octahydro-2H-phenanthrene-2,3-diol
• InChI: InChI=1S/C20H32O2/c1-6-19(4)9-10-20(5)13(12-19)7-8-14-15(20)11-16(21)17(22)18(14,2)3/h6,11,13-14,16-17,21-22H,1,7-10,12H2,2-5H3/t13-,14-,16-,17+,19-,20-/m1/s1
• InChI Key: FPJMLNAVZWUNGU-VRSGAVDSSA-N
• Popularity: 3 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: 4.70
• Atomic LogP (AlogP): 4.08
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9907	99.07%
Caco-2	+	0.5908	59.08%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5612	56.12%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.9010	90.10%
OATP1B3 inhibitior	+	0.9301	93.01%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9009	90.09%
P-glycoprotein inhibitior	-	0.9099	90.99%
P-glycoprotein substrate	-	0.8233	82.33%
CYP3A4 substrate	+	0.5800	58.00%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7127	71.27%
CYP3A4 inhibition	-	0.8467	84.67%
CYP2C9 inhibition	-	0.7264	72.64%
CYP2C19 inhibition	-	0.5695	56.95%
CYP2D6 inhibition	-	0.9043	90.43%
CYP1A2 inhibition	-	0.6980	69.80%
CYP2C8 inhibition	-	0.6674	66.74%
CYP inhibitory promiscuity	-	0.6885	68.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6151	61.51%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9283	92.83%
Skin irritation	-	0.5289	52.89%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7328	73.28%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5485	54.85%
skin sensitisation	+	0.5434	54.34%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6412	64.12%
Acute Oral Toxicity (c)	III	0.7595	75.95%
Estrogen receptor binding	+	0.6332	63.32%
Androgen receptor binding	-	0.5704	57.04%
Thyroid receptor binding	+	0.6365	63.65%
Glucocorticoid receptor binding	+	0.7722	77.22%
Aromatase binding	+	0.5936	59.36%
PPAR gamma	-	0.6643	66.43%
Honey bee toxicity	-	0.8182	81.82%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9968	99.68%

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	94.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.38%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.37%	100.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.85%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.70%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.55%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.17%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.06%	94.45%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.71%	91.03%
CHEMBL4208	P20618	Proteasome component C5	80.98%	90.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.30%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.07%	82.69%

Plants that contains it

• Euphorbia ebracteolata

Cross-Links

• PubChem: 90670331
• NPASS: NPC167891
• ChEMBL: CHEMBL3234207
• LOTUS: LTS0024507
• wikiData: Q104999235