Dicitrinone B

Details

• Internal ID: 7a72fbb0-1225-4e46-a262-d384911d3041
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: (3R,4S)-6-hydroxy-7-[1-[(3R,4S)-6-hydroxy-3,4,5-trimethyl-8-oxo-3,4-dihydroisochromen-7-yl]ethyl]-3,4,5-trimethyl-3,4-dihydroisochromen-8-one
• SMILES (Canonical): CC1C(OC=C2C1=C(C(=C(C2=O)C(C)C3=C(C(=C4C(C(OC=C4C3=O)C)C)C)O)O)C)C
• SMILES (Isomeric): C[C@@H]1[C@H](OC=C2C1=C(C(=C(C2=O)C(C)C3=C(C(=C4[C@@H]([C@H](OC=C4C3=O)C)C)C)O)O)C)C
• InChI: InChI=1S/C26H30O6/c1-10-15(6)31-8-17-19(10)13(4)23(27)21(25(17)29)12(3)22-24(28)14(5)20-11(2)16(7)32-9-18(20)26(22)30/h8-12,15-16,27-28H,1-7H3/t10-,11-,15-,16-/m1/s1
• InChI Key: WUZQRRXRWONUET-HOJOPBEUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₆
• Molecular Weight: 438.50 g/mol
• Exact Mass: 438.20423867 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 4.92
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9814	98.14%
Caco-2	-	0.6218	62.18%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7702	77.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7058	70.58%
OATP1B3 inhibitior	+	0.9706	97.06%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7806	78.06%
P-glycoprotein inhibitior	+	0.6641	66.41%
P-glycoprotein substrate	-	0.8910	89.10%
CYP3A4 substrate	-	0.5293	52.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8867	88.67%
CYP3A4 inhibition	-	0.6199	61.99%
CYP2C9 inhibition	-	0.6865	68.65%
CYP2C19 inhibition	-	0.8449	84.49%
CYP2D6 inhibition	-	0.9117	91.17%
CYP1A2 inhibition	-	0.7424	74.24%
CYP2C8 inhibition	-	0.9427	94.27%
CYP inhibitory promiscuity	-	0.6510	65.10%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Danger	0.6750	67.50%
Eye corrosion	-	0.9723	97.23%
Eye irritation	-	0.8099	80.99%
Skin irritation	+	0.6090	60.90%
Skin corrosion	-	0.9377	93.77%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7338	73.38%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.6051	60.51%
skin sensitisation	-	0.7733	77.33%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.4618	46.18%
Acute Oral Toxicity (c)	III	0.3925	39.25%
Estrogen receptor binding	+	0.7508	75.08%
Androgen receptor binding	+	0.6753	67.53%
Thyroid receptor binding	+	0.5318	53.18%
Glucocorticoid receptor binding	+	0.6467	64.67%
Aromatase binding	-	0.6246	62.46%
PPAR gamma	+	0.6158	61.58%
Honey bee toxicity	-	0.8985	89.85%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8576	85.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	93.68%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.47%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.47%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.90%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.17%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.59%	93.40%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.45%	90.71%
CHEMBL2581	P07339	Cathepsin D	83.76%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.85%	99.15%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.92%	91.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.34%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 50924225
• LOTUS: LTS0169917
• wikiData: Q77563893