2,4,7-Trihydroxy-5-methoxy-9H-fluoren-9-one

Details

• Internal ID: d6d41d49-c9d2-4eb8-96f3-dd7d69ce7e62
• Taxonomy: Benzenoids > Fluorenes
• IUPAC Name: 2,4,7-trihydroxy-5-methoxyfluoren-9-one
• SMILES (Canonical): COC1=CC(=CC2=C1C3=C(C2=O)C=C(C=C3O)O)O
• SMILES (Isomeric): COC1=CC(=CC2=C1C3=C(C2=O)C=C(C=C3O)O)O
• InChI: InChI=1S/C14H10O5/c1-19-11-5-7(16)3-9-13(11)12-8(14(9)18)2-6(15)4-10(12)17/h2-5,15-17H,1H3
• InChI Key: DILPYVBUOBXTTA-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₅
• Molecular Weight: 258.23 g/mol
• Exact Mass: 258.05282342 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.02
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• RefChem:908711
• 560096-22-2
• 9H-Fluoren-9-one, 2,4,7-trihydroxy-5-methoxy-
• 2,4,7-TRIHYDROXY-5-METHOXY-9H-FLUOREN-9-ONE
• CHEMBL2333783
• SCHEMBL28255176
• DTXSID60850386

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	-	0.6779	67.79%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7654	76.54%
OATP2B1 inhibitior	-	0.7152	71.52%
OATP1B1 inhibitior	+	0.9404	94.04%
OATP1B3 inhibitior	+	0.9704	97.04%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6633	66.33%
P-glycoprotein inhibitior	-	0.8930	89.30%
P-glycoprotein substrate	-	0.9452	94.52%
CYP3A4 substrate	-	0.5360	53.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3460	34.60%
CYP3A4 inhibition	+	0.7104	71.04%
CYP2C9 inhibition	+	0.8273	82.73%
CYP2C19 inhibition	+	0.8487	84.87%
CYP2D6 inhibition	-	0.6741	67.41%
CYP1A2 inhibition	+	0.9821	98.21%
CYP2C8 inhibition	-	0.6767	67.67%
CYP inhibitory promiscuity	+	0.7610	76.10%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5217	52.17%
Eye corrosion	-	0.9822	98.22%
Eye irritation	+	0.9426	94.26%
Skin irritation	-	0.5112	51.12%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6642	66.42%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	+	0.5930	59.30%
skin sensitisation	-	0.8964	89.64%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.8239	82.39%
Acute Oral Toxicity (c)	III	0.6079	60.79%
Estrogen receptor binding	+	0.7025	70.25%
Androgen receptor binding	-	0.4825	48.25%
Thyroid receptor binding	-	0.5313	53.13%
Glucocorticoid receptor binding	+	0.7781	77.81%
Aromatase binding	-	0.5915	59.15%
PPAR gamma	+	0.6016	60.16%
Honey bee toxicity	-	0.9084	90.84%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.9389	93.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.30%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.03%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.27%	96.09%
CHEMBL4208	P20618	Proteasome component C5	89.27%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.82%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	87.47%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.49%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.33%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.29%	99.23%
CHEMBL2535	P11166	Glucose transporter	85.09%	98.75%
CHEMBL3194	P02766	Transthyretin	82.70%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	82.42%	94.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.04%	99.17%
CHEMBL1929	P47989	Xanthine dehydrogenase	82.04%	96.12%

Plants that contains it

• Dendrobium chrysanthum
• Dendrobium nobile

Cross-Links

• PubChem: 71441453
• NPASS: NPC18714
• LOTUS: LTS0219158
• wikiData: Q82843552