10-Ethenyl-6-hydroxy-8-(hydroxymethyl)-4b,8,10-trimethyl-3,4,4a,5,6,7,8a,9-octahydrophenanthren-2-one

Details

• Internal ID: 279b04a8-3ea5-4545-a7a2-454d37a60056
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 10-ethenyl-6-hydroxy-8-(hydroxymethyl)-4b,8,10-trimethyl-3,4,4a,5,6,7,8a,9-octahydrophenanthren-2-one
• SMILES (Canonical): CC1(CC(CC2(C1CC(C3=CC(=O)CCC32)(C)C=C)C)O)CO
• SMILES (Isomeric): CC1(CC(CC2(C1CC(C3=CC(=O)CCC32)(C)C=C)C)O)CO
• InChI: InChI=1S/C20H30O3/c1-5-18(2)11-17-19(3,12-21)9-14(23)10-20(17,4)15-7-6-13(22)8-16(15)18/h5,8,14-15,17,21,23H,1,6-7,9-12H2,2-4H3
• InChI Key: NGGHUGOYYIUTTA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.5888	58.88%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7334	73.34%
OATP2B1 inhibitior	-	0.8652	86.52%
OATP1B1 inhibitior	+	0.8622	86.22%
OATP1B3 inhibitior	+	0.9542	95.42%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6908	69.08%
BSEP inhibitior	-	0.6913	69.13%
P-glycoprotein inhibitior	-	0.8983	89.83%
P-glycoprotein substrate	-	0.8089	80.89%
CYP3A4 substrate	+	0.6297	62.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.6019	60.19%
CYP2C9 inhibition	-	0.7961	79.61%
CYP2C19 inhibition	-	0.8330	83.30%
CYP2D6 inhibition	-	0.9080	90.80%
CYP1A2 inhibition	-	0.8750	87.50%
CYP2C8 inhibition	-	0.7688	76.88%
CYP inhibitory promiscuity	-	0.8549	85.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6539	65.39%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9487	94.87%
Skin irritation	-	0.6371	63.71%
Skin corrosion	-	0.9685	96.85%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6467	64.67%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.7319	73.19%
skin sensitisation	-	0.7392	73.92%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6268	62.68%
Acute Oral Toxicity (c)	III	0.7991	79.91%
Estrogen receptor binding	+	0.7620	76.20%
Androgen receptor binding	+	0.6177	61.77%
Thyroid receptor binding	+	0.5415	54.15%
Glucocorticoid receptor binding	+	0.8299	82.99%
Aromatase binding	+	0.7542	75.42%
PPAR gamma	-	0.5945	59.45%
Honey bee toxicity	-	0.8700	87.00%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9813	98.13%

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	97.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.48%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.20%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.80%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.76%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.25%	95.56%
CHEMBL1871	P10275	Androgen Receptor	88.34%	96.43%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.74%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.11%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.27%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	82.35%	95.93%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.20%	91.07%

Plants that contains it

• Amentotaxus formosana

Cross-Links

• PubChem: 162930816
• LOTUS: LTS0028183
• wikiData: Q105178896