5-(Hydroxymethyl)-1,7-dimethyl-9,10-dihydrophenanthren-2-ol

Details

• Internal ID: 3de58abb-a4e9-470c-8005-9234811e0a8c
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 5-(hydroxymethyl)-1,7-dimethyl-9,10-dihydrophenanthren-2-ol
• SMILES (Canonical): CC1=CC2=C(C3=C(CC2)C(=C(C=C3)O)C)C(=C1)CO
• SMILES (Isomeric): CC1=CC2=C(C3=C(CC2)C(=C(C=C3)O)C)C(=C1)CO
• InChI: InChI=1S/C17H18O2/c1-10-7-12-3-4-14-11(2)16(19)6-5-15(14)17(12)13(8-10)9-18/h5-8,18-19H,3-4,9H2,1-2H3
• InChI Key: WVDGMGAUWGZERO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₂
• Molecular Weight: 254.32 g/mol
• Exact Mass: 254.130679813 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.27
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.7860	78.60%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7718	77.18%
OATP2B1 inhibitior	-	0.5653	56.53%
OATP1B1 inhibitior	+	0.8692	86.92%
OATP1B3 inhibitior	+	0.8634	86.34%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.4810	48.10%
P-glycoprotein inhibitior	-	0.9199	91.99%
P-glycoprotein substrate	-	0.8671	86.71%
CYP3A4 substrate	+	0.5121	51.21%
CYP2C9 substrate	-	0.8110	81.10%
CYP2D6 substrate	+	0.4191	41.91%
CYP3A4 inhibition	-	0.7920	79.20%
CYP2C9 inhibition	-	0.5811	58.11%
CYP2C19 inhibition	+	0.5425	54.25%
CYP2D6 inhibition	-	0.8606	86.06%
CYP1A2 inhibition	+	0.9348	93.48%
CYP2C8 inhibition	-	0.6335	63.35%
CYP inhibitory promiscuity	+	0.6496	64.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.6835	68.35%
Eye corrosion	-	0.9772	97.72%
Eye irritation	+	0.6370	63.70%
Skin irritation	-	0.7212	72.12%
Skin corrosion	-	0.8637	86.37%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4310	43.10%
Micronuclear	-	0.8341	83.41%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.5953	59.53%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6370	63.70%
Acute Oral Toxicity (c)	III	0.6211	62.11%
Estrogen receptor binding	+	0.7385	73.85%
Androgen receptor binding	+	0.7103	71.03%
Thyroid receptor binding	+	0.6064	60.64%
Glucocorticoid receptor binding	+	0.8548	85.48%
Aromatase binding	+	0.6375	63.75%
PPAR gamma	+	0.7424	74.24%
Honey bee toxicity	-	0.9659	96.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9752	97.52%

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	98.80%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.56%	91.49%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	96.36%	91.79%
CHEMBL2581	P07339	Cathepsin D	95.38%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	93.10%	98.35%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.08%	95.56%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	90.40%	95.70%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.81%	96.09%
CHEMBL4208	P20618	Proteasome component C5	88.61%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.05%	99.15%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.96%	91.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.43%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.98%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.69%	99.17%

Plants that contains it

• Juncus effusus

Cross-Links

• PubChem: 10658604
• LOTUS: LTS0240658
• wikiData: Q105313469