phenyl-[(3R)-3,5,7-trihydroxy-2,2-dimethyl-6-(3-methylbut-2-enyl)-3,4-dihydrochromen-8-yl]methanone

Details

• Internal ID: 8b87c42f-7557-457b-9853-09432b9b67e1
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: phenyl-[(3R)-3,5,7-trihydroxy-2,2-dimethyl-6-(3-methylbut-2-enyl)-3,4-dihydrochromen-8-yl]methanone
• SMILES (Canonical): CC(=CCC1=C(C(=C2C(=C1O)CC(C(O2)(C)C)O)C(=O)C3=CC=CC=C3)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=C2C(=C1O)C[C@H](C(O2)(C)C)O)C(=O)C3=CC=CC=C3)O)C
• InChI: InChI=1S/C23H26O5/c1-13(2)10-11-15-20(26)16-12-17(24)23(3,4)28-22(16)18(21(15)27)19(25)14-8-6-5-7-9-14/h5-10,17,24,26-27H,11-12H2,1-4H3/t17-/m1/s1
• InChI Key: FMFKVIPIJGRQEB-QGZVFWFLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₅
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.17802393 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 3.91
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	+	0.6461	64.61%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5721	57.21%
OATP2B1 inhibitior	-	0.7111	71.11%
OATP1B1 inhibitior	+	0.8108	81.08%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8969	89.69%
P-glycoprotein inhibitior	+	0.6065	60.65%
P-glycoprotein substrate	-	0.6835	68.35%
CYP3A4 substrate	+	0.5641	56.41%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.7623	76.23%
CYP3A4 inhibition	-	0.8693	86.93%
CYP2C9 inhibition	-	0.5470	54.70%
CYP2C19 inhibition	+	0.6182	61.82%
CYP2D6 inhibition	-	0.7778	77.78%
CYP1A2 inhibition	+	0.5574	55.74%
CYP2C8 inhibition	+	0.7235	72.35%
CYP inhibitory promiscuity	-	0.5167	51.67%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7031	70.31%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.5300	53.00%
Skin irritation	-	0.7188	71.88%
Skin corrosion	-	0.9247	92.47%
Ames mutagenesis	+	0.5146	51.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.3928	39.28%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5069	50.69%
skin sensitisation	-	0.6690	66.90%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5670	56.70%
Acute Oral Toxicity (c)	III	0.5368	53.68%
Estrogen receptor binding	+	0.8740	87.40%
Androgen receptor binding	+	0.6133	61.33%
Thyroid receptor binding	+	0.5947	59.47%
Glucocorticoid receptor binding	+	0.8153	81.53%
Aromatase binding	+	0.6952	69.52%
PPAR gamma	+	0.8618	86.18%
Honey bee toxicity	-	0.9030	90.30%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9836	98.36%

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	99.11%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	98.15%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.75%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.46%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.93%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.16%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.32%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	85.36%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.83%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.98%	89.00%
CHEMBL5028	O14672	ADAM10	80.17%	97.50%

Plants that contains it

• Vismia guianensis

Cross-Links

• PubChem: 163080630
• LOTUS: LTS0164780
• wikiData: Q104997819