Difurebin B

Details

• Internal ID: 19e6c20a-9b68-4d88-bfe5-ffe15a52a3ff
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1R,2R,6S,7S)-2,7-dihydroxy-1,4,5,6,9,10-hexamethyltricyclo[5.3.1.12,6]dodeca-4,9-diene-3,8,11,12-tetrone
• SMILES (Canonical): CC1=C(C2(C(=O)C(C1=O)(C3(C(=C(C(=O)C2(C3=O)O)C)C)C)O)C)C
• SMILES (Isomeric): CC1=C([C@@]2(C(=O)[C@](C1=O)([C@]3(C(=C(C(=O)[C@@]2(C3=O)O)C)C)C)O)C)C
• InChI: InChI=1S/C18H20O6/c1-7-9(3)15(5)13(21)17(23,11(7)19)16(6)10(4)8(2)12(20)18(15,24)14(16)22/h23-24H,1-6H3/t15-,16+,17-,18+
• InChI Key: XAUDMBFOZPLRIC-USTZCAOPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₆
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.12598835 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.45
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	+	0.5454	54.54%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7583	75.83%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9434	94.34%
OATP1B3 inhibitior	+	0.9454	94.54%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8914	89.14%
P-glycoprotein inhibitior	-	0.8444	84.44%
P-glycoprotein substrate	-	0.9764	97.64%
CYP3A4 substrate	-	0.5998	59.98%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.8786	87.86%
CYP3A4 inhibition	-	0.7946	79.46%
CYP2C9 inhibition	-	0.8386	83.86%
CYP2C19 inhibition	-	0.8937	89.37%
CYP2D6 inhibition	-	0.8921	89.21%
CYP1A2 inhibition	-	0.8011	80.11%
CYP2C8 inhibition	-	0.9888	98.88%
CYP inhibitory promiscuity	-	0.7138	71.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8954	89.54%
Carcinogenicity (trinary)	Non-required	0.4486	44.86%
Eye corrosion	-	0.9818	98.18%
Eye irritation	+	0.7224	72.24%
Skin irritation	+	0.5415	54.15%
Skin corrosion	-	0.9304	93.04%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6007	60.07%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.8368	83.68%
skin sensitisation	+	0.5181	51.81%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6596	65.96%
Acute Oral Toxicity (c)	III	0.4961	49.61%
Estrogen receptor binding	+	0.6835	68.35%
Androgen receptor binding	+	0.6181	61.81%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4784	47.84%
Aromatase binding	-	0.4902	49.02%
PPAR gamma	-	0.5581	55.81%
Honey bee toxicity	-	0.9731	97.31%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9549	95.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.79%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	83.65%	83.82%
CHEMBL1937	Q92769	Histone deacetylase 2	83.29%	94.75%
CHEMBL2581	P07339	Cathepsin D	82.80%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683023
• LOTUS: LTS0095161
• wikiData: Q105324148