7-Ethenyl-7-(hydroxymethyl)-1,1,4a-trimethyl-3,4,4b,5,6,9,10,10a-octahydrophenanthren-2-one

Details

• Internal ID: 17a0c68a-9146-4282-8563-0beeb6134570
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 7-ethenyl-7-(hydroxymethyl)-1,1,4a-trimethyl-3,4,4b,5,6,9,10,10a-octahydrophenanthren-2-one
• SMILES (Canonical): CC1(C2CCC3=CC(CCC3C2(CCC1=O)C)(CO)C=C)C
• SMILES (Isomeric): CC1(C2CCC3=CC(CCC3C2(CCC1=O)C)(CO)C=C)C
• InChI: InChI=1S/C20H30O2/c1-5-20(13-21)11-8-15-14(12-20)6-7-16-18(2,3)17(22)9-10-19(15,16)4/h5,12,15-16,21H,1,6-11,13H2,2-4H3
• InChI Key: YTULBIIRXFWHFX-UHFFFAOYSA-N
• Popularity: 0 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: 3.80
• 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	+	0.7859	78.59%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7867	78.67%
OATP2B1 inhibitior	-	0.8641	86.41%
OATP1B1 inhibitior	+	0.9024	90.24%
OATP1B3 inhibitior	+	0.8796	87.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6686	66.86%
BSEP inhibitior	+	0.7615	76.15%
P-glycoprotein inhibitior	-	0.7826	78.26%
P-glycoprotein substrate	-	0.8620	86.20%
CYP3A4 substrate	+	0.5772	57.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8045	80.45%
CYP3A4 inhibition	-	0.7844	78.44%
CYP2C9 inhibition	-	0.7364	73.64%
CYP2C19 inhibition	-	0.6805	68.05%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.8138	81.38%
CYP2C8 inhibition	-	0.7356	73.56%
CYP inhibitory promiscuity	-	0.7875	78.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6248	62.48%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9299	92.99%
Skin irritation	-	0.6223	62.23%
Skin corrosion	-	0.9676	96.76%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4657	46.57%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5856	58.56%
skin sensitisation	-	0.6301	63.01%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6291	62.91%
Acute Oral Toxicity (c)	III	0.8325	83.25%
Estrogen receptor binding	-	0.4925	49.25%
Androgen receptor binding	+	0.6313	63.13%
Thyroid receptor binding	+	0.6776	67.76%
Glucocorticoid receptor binding	+	0.8443	84.43%
Aromatase binding	+	0.5197	51.97%
PPAR gamma	+	0.5569	55.69%
Honey bee toxicity	-	0.8745	87.45%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9919	99.19%

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	91.34%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	88.84%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.13%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.76%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.56%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.55%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.17%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.21%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.89%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.83%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.70%	97.25%

Plants that contains it

• Suregada glomerulata

Cross-Links

• PubChem: 74318585
• LOTUS: LTS0114357
• wikiData: Q105362102