4-Ethenyl-3,8-dimethyl-9,10-dihydrophenanthrene-1,7-diol

Details

• Internal ID: 21b16946-2b28-4c1c-9bd0-adcfa2eb0378
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 4-ethenyl-3,8-dimethyl-9,10-dihydrophenanthrene-1,7-diol
• SMILES (Canonical): CC1=CC(=C2CCC3=C(C2=C1C=C)C=CC(=C3C)O)O
• SMILES (Isomeric): CC1=CC(=C2CCC3=C(C2=C1C=C)C=CC(=C3C)O)O
• InChI: InChI=1S/C18H18O2/c1-4-12-10(2)9-17(20)15-6-5-13-11(3)16(19)8-7-14(13)18(12)15/h4,7-9,19-20H,1,5-6H2,2-3H3
• InChI Key: NXQYAKRFERFWSS-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₂
• Molecular Weight: 266.30 g/mol
• Exact Mass: 266.130679813 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.12
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 4-ETHENYL-3,8-DIMETHYL-9,10-DIHYDROPHENANTHRENE-1,7-DIOL
• SCHEMBL23764923
• DTXSID50771798

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.7374	73.74%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7366	73.66%
OATP2B1 inhibitior	-	0.7000	70.00%
OATP1B1 inhibitior	+	0.8812	88.12%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5830	58.30%
P-glycoprotein inhibitior	-	0.9093	90.93%
P-glycoprotein substrate	-	0.8789	87.89%
CYP3A4 substrate	-	0.5598	55.98%
CYP2C9 substrate	-	0.5955	59.55%
CYP2D6 substrate	+	0.3929	39.29%
CYP3A4 inhibition	-	0.7288	72.88%
CYP2C9 inhibition	-	0.5152	51.52%
CYP2C19 inhibition	+	0.6558	65.58%
CYP2D6 inhibition	-	0.8061	80.61%
CYP1A2 inhibition	+	0.9382	93.82%
CYP2C8 inhibition	+	0.5050	50.50%
CYP inhibitory promiscuity	+	0.6855	68.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7011	70.11%
Carcinogenicity (trinary)	Non-required	0.4894	48.94%
Eye corrosion	-	0.9714	97.14%
Eye irritation	-	0.6241	62.41%
Skin irritation	-	0.6028	60.28%
Skin corrosion	-	0.6420	64.20%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6493	64.93%
Micronuclear	-	0.7841	78.41%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	+	0.6361	63.61%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6833	68.33%
Acute Oral Toxicity (c)	III	0.7139	71.39%
Estrogen receptor binding	+	0.7473	74.73%
Androgen receptor binding	+	0.7341	73.41%
Thyroid receptor binding	+	0.6473	64.73%
Glucocorticoid receptor binding	+	0.7777	77.77%
Aromatase binding	-	0.5153	51.53%
PPAR gamma	+	0.7150	71.50%
Honey bee toxicity	-	0.9469	94.69%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9965	99.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.47%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.26%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	97.21%	98.35%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.35%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.27%	91.11%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	94.51%	95.70%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.51%	95.56%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	88.91%	91.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.58%	89.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.52%	90.24%
CHEMBL4208	P20618	Proteasome component C5	83.64%	90.00%

Plants that contains it

• Juncus effusus

Cross-Links

• PubChem: 71345525
• LOTUS: LTS0229707
• wikiData: Q82731860