(4bS,10aS)-4b,8,9-trihydroxy-7-methoxy-11,11-dimethyl-10,10a-dihydrobenzo[b]fluoren-5-one

Details

• Internal ID: 8dab3794-ddee-4860-9717-1256600d98ae
• Taxonomy: Benzenoids > Fluorenes
• IUPAC Name: (4bS,10aS)-4b,8,9-trihydroxy-7-methoxy-11,11-dimethyl-10,10a-dihydrobenzo[b]fluoren-5-one
• SMILES (Canonical): CC1(C2CC3=C(C(=C(C=C3C(=O)C2(C4=CC=CC=C41)O)OC)O)O)C
• SMILES (Isomeric): CC1([C@@H]2CC3=C(C(=C(C=C3C(=O)[C@]2(C4=CC=CC=C41)O)OC)O)O)C
• InChI: InChI=1S/C20H20O5/c1-19(2)12-6-4-5-7-13(12)20(24)15(19)9-10-11(18(20)23)8-14(25-3)17(22)16(10)21/h4-8,15,21-22,24H,9H2,1-3H3/t15-,20+/m0/s1
• InChI Key: QMADYYQXCAFLSS-MGPUTAFESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.13107373 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• 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	-	0.5281	52.81%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7966	79.66%
OATP2B1 inhibitior	-	0.5742	57.42%
OATP1B1 inhibitior	+	0.8705	87.05%
OATP1B3 inhibitior	+	0.9245	92.45%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7040	70.40%
P-glycoprotein inhibitior	-	0.7649	76.49%
P-glycoprotein substrate	-	0.6980	69.80%
CYP3A4 substrate	+	0.6169	61.69%
CYP2C9 substrate	-	0.5892	58.92%
CYP2D6 substrate	-	0.7845	78.45%
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	+	0.5105	51.05%
CYP inhibitory promiscuity	-	0.7215	72.15%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9120	91.20%
Carcinogenicity (trinary)	Non-required	0.5207	52.07%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.6626	66.26%
Skin irritation	-	0.6864	68.64%
Skin corrosion	-	0.9286	92.86%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5948	59.48%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5667	56.67%
skin sensitisation	-	0.8664	86.64%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6193	61.93%
Acute Oral Toxicity (c)	III	0.6182	61.82%
Estrogen receptor binding	+	0.8436	84.36%
Androgen receptor binding	+	0.5450	54.50%
Thyroid receptor binding	+	0.7425	74.25%
Glucocorticoid receptor binding	+	0.7812	78.12%
Aromatase binding	+	0.6377	63.77%
PPAR gamma	+	0.8091	80.91%
Honey bee toxicity	-	0.8836	88.36%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6351	63.51%
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	99.43%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.64%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.50%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.01%	98.95%
CHEMBL2535	P11166	Glucose transporter	91.11%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.81%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.85%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.32%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.00%	82.69%
CHEMBL4208	P20618	Proteasome component C5	85.30%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.76%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.58%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.44%	93.99%

Plants that contains it

• Carex distachya

Cross-Links

• PubChem: 162999437
• LOTUS: LTS0236691
• wikiData: Q105223868