7-ethenyl-3-hydroxy-4b,7,10a-trimethylspiro[5,6,8,8a,9,10-hexahydro-4aH-phenanthrene-1,2'-oxirane]-2-one

Details

• Internal ID: cccf5a0e-3c92-4969-98b4-41a74b92edee
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 7-ethenyl-3-hydroxy-4b,7,10a-trimethylspiro[5,6,8,8a,9,10-hexahydro-4aH-phenanthrene-1,2'-oxirane]-2-one
• InChI: InChI=1S/C20H28O3/c1-5-17(2)8-9-18(3)13(11-17)6-7-19(4)15(18)10-14(21)16(22)20(19)12-23-20/h5,10,13,15,21H,1,6-9,11-12H2,2-4H3
• InChI Key: XJFGTYYCVFPPMQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.20
• H-Bond Acceptor: 3
• 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	+	0.9877	98.77%
Caco-2	+	0.7915	79.15%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6218	62.18%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.8189	81.89%
OATP1B3 inhibitior	+	0.9560	95.60%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8449	84.49%
P-glycoprotein inhibitior	-	0.8017	80.17%
P-glycoprotein substrate	-	0.8306	83.06%
CYP3A4 substrate	+	0.6516	65.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8669	86.69%
CYP3A4 inhibition	-	0.8264	82.64%
CYP2C9 inhibition	-	0.6684	66.84%
CYP2C19 inhibition	-	0.6601	66.01%
CYP2D6 inhibition	-	0.9284	92.84%
CYP1A2 inhibition	+	0.5849	58.49%
CYP2C8 inhibition	-	0.5979	59.79%
CYP inhibitory promiscuity	-	0.8873	88.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6155	61.55%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.8392	83.92%
Skin irritation	-	0.5640	56.40%
Skin corrosion	-	0.9425	94.25%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8266	82.66%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5347	53.47%
skin sensitisation	-	0.7060	70.60%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.7581	75.81%
Acute Oral Toxicity (c)	III	0.6229	62.29%
Estrogen receptor binding	+	0.6960	69.60%
Androgen receptor binding	+	0.6029	60.29%
Thyroid receptor binding	+	0.6654	66.54%
Glucocorticoid receptor binding	+	0.6998	69.98%
Aromatase binding	+	0.7455	74.55%
PPAR gamma	-	0.6825	68.25%
Honey bee toxicity	-	0.7664	76.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9907	99.07%

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	98.93%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.17%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.76%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.32%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.71%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.49%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	86.27%	94.75%
CHEMBL259	P32245	Melanocortin receptor 4	85.74%	95.38%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.17%	93.40%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.74%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.13%	99.23%
CHEMBL2581	P07339	Cathepsin D	82.43%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.65%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.97%	92.94%

Plants that contains it

• Ceriops tagal

Cross-Links

• PubChem: 72993815
• LOTUS: LTS0074022
• wikiData: Q105328914