9,10-Dihydro-2,3,5,7-Phenanthrenetetrol

Details

• Internal ID: 21024032-1ef4-4496-88da-2c606ef8e5a3
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 9,10-dihydrophenanthrene-2,3,5,7-tetrol
• SMILES (Canonical): C1CC2=C(C3=CC(=C(C=C31)O)O)C(=CC(=C2)O)O
• SMILES (Isomeric): C1CC2=C(C3=CC(=C(C=C31)O)O)C(=CC(=C2)O)O
• InChI: InChI=1S/C14H12O4/c15-9-3-8-2-1-7-4-11(16)12(17)6-10(7)14(8)13(18)5-9/h3-6,15-18H,1-2H2
• InChI Key: NIGUICNPKCJLJQ-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₄
• Molecular Weight: 244.24 g/mol
• Exact Mass: 244.07355886 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

• 9,10-dihydrophenanthrene-2,3,5,7-tetrol
• 2,4,6,7-tetrahydroxy-9,10-dihydrophenanthrene
• SCHEMBL11505126
• CHEBI:174259
• DTXSID001279866
• 22318-82-7
• 2,3,5,7-Tetrahydroxy-9,10-dihydrophenanthrene
• 2,4,6,7-Tetrahydroxy-9-10-dihydrophenanthrene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8700	87.00%
Caco-2	-	0.5495	54.95%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6077	60.77%
OATP2B1 inhibitior	-	0.6964	69.64%
OATP1B1 inhibitior	+	0.9138	91.38%
OATP1B3 inhibitior	+	0.9739	97.39%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8290	82.90%
P-glycoprotein inhibitior	-	0.9665	96.65%
P-glycoprotein substrate	-	0.9689	96.89%
CYP3A4 substrate	-	0.5778	57.78%
CYP2C9 substrate	-	0.8153	81.53%
CYP2D6 substrate	+	0.4318	43.18%
CYP3A4 inhibition	-	0.7765	77.65%
CYP2C9 inhibition	+	0.6544	65.44%
CYP2C19 inhibition	-	0.7484	74.84%
CYP2D6 inhibition	-	0.8372	83.72%
CYP1A2 inhibition	+	0.9200	92.00%
CYP2C8 inhibition	-	0.6610	66.10%
CYP inhibitory promiscuity	-	0.5582	55.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.4816	48.16%
Eye corrosion	-	0.9828	98.28%
Eye irritation	+	0.9843	98.43%
Skin irritation	+	0.6540	65.40%
Skin corrosion	-	0.7518	75.18%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5980	59.80%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	+	0.6062	60.62%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5064	50.64%
Acute Oral Toxicity (c)	III	0.6298	62.98%
Estrogen receptor binding	+	0.7287	72.87%
Androgen receptor binding	+	0.6552	65.52%
Thyroid receptor binding	+	0.6467	64.67%
Glucocorticoid receptor binding	+	0.8132	81.32%
Aromatase binding	+	0.6703	67.03%
PPAR gamma	+	0.8265	82.65%
Honey bee toxicity	-	0.9121	91.21%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9394	93.94%

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	98.42%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.27%	91.49%
CHEMBL1929	P47989	Xanthine dehydrogenase	91.94%	96.12%
CHEMBL4208	P20618	Proteasome component C5	89.31%	90.00%
CHEMBL242	Q92731	Estrogen receptor beta	87.86%	98.35%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.59%	93.40%
CHEMBL5145	P15056	Serine/threonine-protein kinase B-raf	86.27%	97.90%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	86.13%	91.79%
CHEMBL2581	P07339	Cathepsin D	84.85%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.20%	96.09%
CHEMBL3194	P02766	Transthyretin	82.69%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.44%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.66%	86.33%

Plants that contains it

• Dioscorea bulbifera
• Senna garrettiana

Cross-Links

• PubChem: 22753774
• LOTUS: LTS0139692
• wikiData: Q105179805