1-Ethenyl-3,7-dihydroxy-8-methyl-9,10-dihydrophenanthrene-2-carboxylic acid

Details

• Internal ID: 9e3ae297-7030-4232-b784-b0a28d27d24c
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 1-ethenyl-3,7-dihydroxy-8-methyl-9,10-dihydrophenanthrene-2-carboxylic acid
• SMILES (Canonical): CC1=C(C=CC2=C1CCC3=C(C(=C(C=C32)O)C(=O)O)C=C)O
• SMILES (Isomeric): CC1=C(C=CC2=C1CCC3=C(C(=C(C=C32)O)C(=O)O)C=C)O
• InChI: InChI=1S/C18H16O4/c1-3-10-12-5-4-11-9(2)15(19)7-6-13(11)14(12)8-16(20)17(10)18(21)22/h3,6-8,19-20H,1,4-5H2,2H3,(H,21,22)
• InChI Key: DHTDQIZTXZNGCV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₄
• Molecular Weight: 296.30 g/mol
• Exact Mass: 296.10485899 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.51
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9738	97.38%
Caco-2	+	0.7092	70.92%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7081	70.81%
OATP2B1 inhibitior	-	0.5556	55.56%
OATP1B1 inhibitior	+	0.9088	90.88%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.8838	88.38%
BSEP inhibitior	-	0.5764	57.64%
P-glycoprotein inhibitior	-	0.9231	92.31%
P-glycoprotein substrate	-	0.8891	88.91%
CYP3A4 substrate	-	0.5725	57.25%
CYP2C9 substrate	-	0.6443	64.43%
CYP2D6 substrate	-	0.8870	88.70%
CYP3A4 inhibition	+	0.5688	56.88%
CYP2C9 inhibition	+	0.6001	60.01%
CYP2C19 inhibition	-	0.5269	52.69%
CYP2D6 inhibition	-	0.8716	87.16%
CYP1A2 inhibition	+	0.7513	75.13%
CYP2C8 inhibition	-	0.5669	56.69%
CYP inhibitory promiscuity	+	0.5112	51.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9311	93.11%
Carcinogenicity (trinary)	Non-required	0.5948	59.48%
Eye corrosion	-	0.9900	99.00%
Eye irritation	+	0.6958	69.58%
Skin irritation	+	0.5316	53.16%
Skin corrosion	-	0.8155	81.55%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6979	69.79%
Micronuclear	-	0.6341	63.41%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.6389	63.89%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6851	68.51%
Acute Oral Toxicity (c)	III	0.4609	46.09%
Estrogen receptor binding	+	0.7820	78.20%
Androgen receptor binding	+	0.7196	71.96%
Thyroid receptor binding	+	0.5144	51.44%
Glucocorticoid receptor binding	+	0.8413	84.13%
Aromatase binding	+	0.6253	62.53%
PPAR gamma	+	0.8074	80.74%
Honey bee toxicity	-	0.9573	95.73%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.03%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.52%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	94.48%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.55%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.04%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.63%	89.00%
CHEMBL3194	P02766	Transthyretin	83.02%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.77%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.15%	93.40%
CHEMBL4208	P20618	Proteasome component C5	81.62%	90.00%

Plants that contains it

• Juncus setchuensis

Cross-Links

• PubChem: 44178855
• LOTUS: LTS0267956
• wikiData: Q104980829