(4bR,10aR)-8-hydroxy-7,9-dimethoxy-11,11-dimethyl-10,10a-dihydro-4bH-benzo[b]fluoren-5-one

Details

• Internal ID: 804cc7d4-a046-4b05-983d-ad15c9048815
• Taxonomy: Benzenoids > Fluorenes
• IUPAC Name: (4bR,10aR)-8-hydroxy-7,9-dimethoxy-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)OC)C
• SMILES (Isomeric): CC1([C@@H]2CC3=C(C(=C(C=C3C(=O)[C@H]2C4=CC=CC=C41)OC)O)OC)C
• InChI: InChI=1S/C21H22O4/c1-21(2)14-8-6-5-7-11(14)17-15(21)9-13-12(18(17)22)10-16(24-3)19(23)20(13)25-4/h5-8,10,15,17,23H,9H2,1-4H3/t15-,17+/m1/s1
• InChI Key: XIHRWFBCNJIXNK-WBVHZDCISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₄
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.15180918 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.84
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.8450	84.50%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7445	74.45%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.8663	86.63%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5925	59.25%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6894	68.94%
CYP3A4 substrate	+	0.6924	69.24%
CYP2C9 substrate	-	0.7818	78.18%
CYP2D6 substrate	-	0.7633	76.33%
CYP3A4 inhibition	-	0.5510	55.10%
CYP2C9 inhibition	-	0.6214	62.14%
CYP2C19 inhibition	+	0.6204	62.04%
CYP2D6 inhibition	-	0.8603	86.03%
CYP1A2 inhibition	+	0.8149	81.49%
CYP2C8 inhibition	+	0.6940	69.40%
CYP inhibitory promiscuity	-	0.5787	57.87%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9220	92.20%
Carcinogenicity (trinary)	Non-required	0.5063	50.63%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.7777	77.77%
Skin irritation	-	0.6633	66.33%
Skin corrosion	-	0.9637	96.37%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3633	36.33%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8872	88.72%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7130	71.30%
Acute Oral Toxicity (c)	III	0.5306	53.06%
Estrogen receptor binding	+	0.8309	83.09%
Androgen receptor binding	+	0.6419	64.19%
Thyroid receptor binding	+	0.7305	73.05%
Glucocorticoid receptor binding	+	0.7712	77.12%
Aromatase binding	-	0.4825	48.25%
PPAR gamma	+	0.7379	73.79%
Honey bee toxicity	-	0.8755	87.55%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6251	62.51%
Fish aquatic toxicity	+	0.9899	98.99%

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	99.67%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.80%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.88%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.75%	95.56%
CHEMBL2535	P11166	Glucose transporter	95.49%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.32%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.47%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.34%	98.95%
CHEMBL1907	P15144	Aminopeptidase N	84.31%	93.31%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.73%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.38%	99.23%
CHEMBL217	P14416	Dopamine D2 receptor	81.11%	95.62%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.37%	82.69%
CHEMBL2056	P21728	Dopamine D1 receptor	80.30%	91.00%

Plants that contains it

• Carex distachya

Cross-Links

• PubChem: 11667237
• LOTUS: LTS0046374
• wikiData: Q105328487