(2R,4bR,7R,8aS)-2-ethenyl-7-hydroxy-2,4b,8,8-tetramethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-one

Details

• Internal ID: 1f5047fb-3964-4f3b-b378-3daa4f1b97b8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2R,4bR,7R,8aS)-2-ethenyl-7-hydroxy-2,4b,8,8-tetramethyl-5,6,7,8a,9,10-hexahydrophenanthren-3-one
• InChI: InChI=1S/C20H28O2/c1-6-19(4)12-13-7-8-15-18(2,3)16(21)9-10-20(15,5)14(13)11-17(19)22/h6,11-12,15-16,21H,1,7-10H2,2-5H3/t15-,16-,19-,20+/m1/s1
• InChI Key: XQBHHXNGWFYUCY-SMOSDQRPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.21
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7823	78.23%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7611	76.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9065	90.65%
OATP1B3 inhibitior	+	0.9270	92.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.4557	45.57%
P-glycoprotein inhibitior	-	0.8933	89.33%
P-glycoprotein substrate	-	0.8711	87.11%
CYP3A4 substrate	+	0.6125	61.25%
CYP2C9 substrate	-	0.7825	78.25%
CYP2D6 substrate	-	0.8449	84.49%
CYP3A4 inhibition	-	0.8164	81.64%
CYP2C9 inhibition	-	0.8136	81.36%
CYP2C19 inhibition	-	0.5751	57.51%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.8741	87.41%
CYP2C8 inhibition	-	0.7403	74.03%
CYP inhibitory promiscuity	-	0.8805	88.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5668	56.68%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9521	95.21%
Skin irritation	+	0.6059	60.59%
Skin corrosion	-	0.9628	96.28%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4195	41.95%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.5551	55.51%
skin sensitisation	+	0.5678	56.78%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4696	46.96%
Acute Oral Toxicity (c)	III	0.8856	88.56%
Estrogen receptor binding	+	0.6424	64.24%
Androgen receptor binding	+	0.5537	55.37%
Thyroid receptor binding	+	0.6286	62.86%
Glucocorticoid receptor binding	-	0.4767	47.67%
Aromatase binding	+	0.6358	63.58%
PPAR gamma	+	0.6840	68.40%
Honey bee toxicity	-	0.7376	73.76%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9943	99.43%

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	95.22%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.07%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.17%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.54%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.86%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.73%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.24%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.74%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.56%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.55%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	81.73%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.64%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	80.33%	95.93%

Plants that contains it

• Croton insularis

Cross-Links

• PubChem: 52912835
• LOTUS: LTS0193077
• wikiData: Q105339411