6-Hydroxymethyl-1-methyl-5-vinyl-9,10-dihydrophenanthrene-2-ol

Details

• Internal ID: 1f69ccc1-4656-4320-abae-683c8c0fb647
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 5-ethenyl-6-(hydroxymethyl)-1-methyl-9,10-dihydrophenanthren-2-ol
• SMILES (Canonical): CC1=C(C=CC2=C1CCC3=C2C(=C(C=C3)CO)C=C)O
• SMILES (Isomeric): CC1=C(C=CC2=C1CCC3=C2C(=C(C=C3)CO)C=C)O
• InChI: InChI=1S/C18H18O2/c1-3-14-13(10-19)5-4-12-6-7-15-11(2)17(20)9-8-16(15)18(12)14/h3-5,8-9,19-20H,1,6-7,10H2,2H3
• InChI Key: KVXYZWAGVOSLQZ-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: 3.70
• Atomic LogP (AlogP): 3.60
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 6-hydroxymethyl-1-methyl-5-vinyl-9,10-dihydrophenanthrene-2-ol
• InChI=1/C18H18O2/c1-3-14-13(10-19)5-4-12-6-7-15-11(2)17(20)9-8-16(15)18(12)14/h3-5,8-9,19-20H,1,6-7,10H2,2H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.8461	84.61%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6886	68.86%
OATP2B1 inhibitior	-	0.7053	70.53%
OATP1B1 inhibitior	+	0.8564	85.64%
OATP1B3 inhibitior	+	0.9155	91.55%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.4872	48.72%
P-glycoprotein inhibitior	-	0.8885	88.85%
P-glycoprotein substrate	-	0.7817	78.17%
CYP3A4 substrate	+	0.5296	52.96%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	+	0.3445	34.45%
CYP3A4 inhibition	-	0.6993	69.93%
CYP2C9 inhibition	+	0.5342	53.42%
CYP2C19 inhibition	+	0.7301	73.01%
CYP2D6 inhibition	-	0.7961	79.61%
CYP1A2 inhibition	+	0.9253	92.53%
CYP2C8 inhibition	+	0.5796	57.96%
CYP inhibitory promiscuity	+	0.8284	82.84%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.6116	61.16%
Eye corrosion	-	0.9770	97.70%
Eye irritation	+	0.6232	62.32%
Skin irritation	-	0.6181	61.81%
Skin corrosion	-	0.8171	81.71%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4717	47.17%
Micronuclear	-	0.8441	84.41%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	+	0.5359	53.59%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7681	76.81%
Acute Oral Toxicity (c)	III	0.6475	64.75%
Estrogen receptor binding	+	0.8745	87.45%
Androgen receptor binding	+	0.7321	73.21%
Thyroid receptor binding	+	0.7162	71.62%
Glucocorticoid receptor binding	+	0.8606	86.06%
Aromatase binding	+	0.6952	69.52%
PPAR gamma	+	0.8449	84.49%
Honey bee toxicity	-	0.9377	93.77%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9883	98.83%

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	97.04%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.96%	91.11%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	95.68%	91.79%
CHEMBL2581	P07339	Cathepsin D	95.39%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	94.78%	98.35%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.05%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.41%	96.09%
CHEMBL1977	P11473	Vitamin D receptor	85.99%	99.43%
CHEMBL240	Q12809	HERG	85.86%	89.76%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.09%	93.99%
CHEMBL4208	P20618	Proteasome component C5	84.02%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	82.76%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.57%	100.00%

Plants that contains it

• Juncus acutus
• Juncus effusus

Cross-Links

• PubChem: 5323704
• LOTUS: LTS0121862
• wikiData: Q105146797