(1R,4bR,7R,8aR,10aR)-7-ethenyl-1-(hydroxymethyl)-1,4b,7-trimethyl-2,5,6,8,8a,9,10,10a-octahydrophenanthren-3-one

Details

• Internal ID: 25cdcda4-4fa3-41f0-b5c0-79283f1766c1
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: (1R,4bR,7R,8aR,10aR)-7-ethenyl-1-(hydroxymethyl)-1,4b,7-trimethyl-2,5,6,8,8a,9,10,10a-octahydrophenanthren-3-one
• InChI: InChI=1S/C20H30O2/c1-5-18(2)8-9-20(4)14(11-18)6-7-16-17(20)10-15(22)12-19(16,3)13-21/h5,10,14,16,21H,1,6-9,11-13H2,2-4H3/t14-,16-,18-,19+,20-/m1/s1
• InChI Key: ALOQUAHOSUFKRA-TVFZMDHNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.29
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.7552	75.52%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6850	68.50%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.8509	85.09%
OATP1B3 inhibitior	+	0.9167	91.67%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.6686	66.86%
BSEP inhibitior	+	0.6520	65.20%
P-glycoprotein inhibitior	-	0.8008	80.08%
P-glycoprotein substrate	-	0.8038	80.38%
CYP3A4 substrate	+	0.6288	62.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8859	88.59%
CYP3A4 inhibition	-	0.6938	69.38%
CYP2C9 inhibition	-	0.6338	63.38%
CYP2C19 inhibition	-	0.5898	58.98%
CYP2D6 inhibition	-	0.9123	91.23%
CYP1A2 inhibition	-	0.7741	77.41%
CYP2C8 inhibition	-	0.6851	68.51%
CYP inhibitory promiscuity	-	0.8395	83.95%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6122	61.22%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.8841	88.41%
Skin irritation	-	0.6726	67.26%
Skin corrosion	-	0.9724	97.24%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6671	66.71%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6216	62.16%
skin sensitisation	-	0.6529	65.29%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6146	61.46%
Acute Oral Toxicity (c)	III	0.8150	81.50%
Estrogen receptor binding	+	0.6087	60.87%
Androgen receptor binding	+	0.5340	53.40%
Thyroid receptor binding	+	0.6632	66.32%
Glucocorticoid receptor binding	+	0.8309	83.09%
Aromatase binding	+	0.5458	54.58%
PPAR gamma	-	0.7294	72.94%
Honey bee toxicity	-	0.8910	89.10%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9809	98.09%

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	96.11%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.21%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.37%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.87%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.46%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.72%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.24%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.79%	82.69%
CHEMBL1902	P62942	FK506-binding protein 1A	82.98%	97.05%
CHEMBL2581	P07339	Cathepsin D	82.56%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.17%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.65%	90.00%

Plants that contains it

• Hugonia castaneifolia

Cross-Links

• PubChem: 24776071
• LOTUS: LTS0242517
• wikiData: Q104914251