(4bR,10aS)-8,9-dihydroxy-7-methoxy-11,11-dimethyl-10,10a-dihydro-4bH-benzo[b]fluoren-5-one

Details

• Internal ID: 669c2570-ffda-43ee-a99c-7a29adb693b0
• Taxonomy: Benzenoids > Fluorenes
• IUPAC Name: (4bR,10aS)-8,9-dihydroxy-7-methoxy-11,11-dimethyl-10,10a-dihydro-4bH-benzo[b]fluoren-5-one
• SMILES (Canonical): CC1(C2CC3=C(C(=C(C=C3C(=O)C2C4=CC=CC=C41)OC)O)O)C
• SMILES (Isomeric): CC1([C@H]2CC3=C(C(=C(C=C3C(=O)[C@H]2C4=CC=CC=C41)OC)O)O)C
• InChI: InChI=1S/C20H20O4/c1-20(2)13-7-5-4-6-10(13)16-14(20)8-11-12(17(16)21)9-15(24-3)19(23)18(11)22/h4-7,9,14,16,22-23H,8H2,1-3H3/t14-,16-/m0/s1
• InChI Key: WQFABVWRBLAEQK-HOCLYGCPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₄
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.54
• H-Bond Acceptor: 4
• 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	+	0.9907	99.07%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7966	79.66%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.8585	85.85%
OATP1B3 inhibitior	+	0.9245	92.45%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6522	65.22%
P-glycoprotein inhibitior	-	0.7401	74.01%
P-glycoprotein substrate	-	0.6520	65.20%
CYP3A4 substrate	+	0.6810	68.10%
CYP2C9 substrate	-	0.7846	78.46%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.7608	76.08%
CYP2C9 inhibition	-	0.7866	78.66%
CYP2C19 inhibition	-	0.5722	57.22%
CYP2D6 inhibition	-	0.8571	85.71%
CYP1A2 inhibition	+	0.8069	80.69%
CYP2C8 inhibition	+	0.7004	70.04%
CYP inhibitory promiscuity	-	0.7215	72.15%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9120	91.20%
Carcinogenicity (trinary)	Non-required	0.5207	52.07%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8274	82.74%
Skin irritation	-	0.6864	68.64%
Skin corrosion	-	0.9286	92.86%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4299	42.99%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8664	86.64%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6286	62.86%
Acute Oral Toxicity (c)	III	0.6182	61.82%
Estrogen receptor binding	+	0.8302	83.02%
Androgen receptor binding	+	0.6724	67.24%
Thyroid receptor binding	+	0.6463	64.63%
Glucocorticoid receptor binding	+	0.8401	84.01%
Aromatase binding	+	0.5665	56.65%
PPAR gamma	+	0.7315	73.15%
Honey bee toxicity	-	0.8576	85.76%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.6551	65.51%
Fish aquatic toxicity	+	0.9923	99.23%

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	99.65%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.44%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.05%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.98%	96.09%
CHEMBL2535	P11166	Glucose transporter	94.54%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.39%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.72%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.39%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.75%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.65%	92.62%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.88%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.77%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.62%	95.89%
CHEMBL1907	P15144	Aminopeptidase N	80.83%	93.31%

Plants that contains it

• Carex distachya

Cross-Links

• PubChem: 162994084
• LOTUS: LTS0192567
• wikiData: Q105310680