(2R,4R)-13-hydroxy-3,6,15-trioxatetracyclo[14.2.2.110,14.02,4]henicosa-1(19),10(21),11,13,16(20),17-hexaen-7-one

Details

• Internal ID: 5784cbcb-437a-4d77-953a-a31e164c99ad
• Taxonomy: Lignans, neolignans and related compounds > Lignan lactones
• IUPAC Name: (2R,4R)-13-hydroxy-3,6,15-trioxatetracyclo[14.2.2.110,14.02,4]henicosa-1(19),10(21),11,13,16(20),17-hexaen-7-one
• InChI: InChI=1S/C18H16O5/c19-14-7-1-11-2-8-17(20)21-10-16-18(23-16)12-3-5-13(6-4-12)22-15(14)9-11/h1,3-7,9,16,18-19H,2,8,10H2/t16-,18-/m1/s1
• InChI Key: COGWIGJGNQCZPK-SJLPKXTDSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.30 g/mol
• Exact Mass: 312.09977361 g/mol
• Topological Polar Surface Area (TPSA): 68.30 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9747	97.47%
Caco-2	+	0.5460	54.60%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8402	84.02%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.9210	92.10%
OATP1B3 inhibitior	+	0.9277	92.77%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7183	71.83%
P-glycoprotein inhibitior	-	0.6815	68.15%
P-glycoprotein substrate	-	0.8974	89.74%
CYP3A4 substrate	+	0.5068	50.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7849	78.49%
CYP3A4 inhibition	-	0.8553	85.53%
CYP2C9 inhibition	-	0.7526	75.26%
CYP2C19 inhibition	-	0.7222	72.22%
CYP2D6 inhibition	-	0.8842	88.42%
CYP1A2 inhibition	-	0.5769	57.69%
CYP2C8 inhibition	-	0.7759	77.59%
CYP inhibitory promiscuity	-	0.9383	93.83%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6140	61.40%
Eye corrosion	-	0.9740	97.40%
Eye irritation	-	0.5936	59.36%
Skin irritation	-	0.6957	69.57%
Skin corrosion	-	0.9768	97.68%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4218	42.18%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7442	74.42%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5529	55.29%
Acute Oral Toxicity (c)	III	0.6997	69.97%
Estrogen receptor binding	+	0.6466	64.66%
Androgen receptor binding	+	0.6110	61.10%
Thyroid receptor binding	+	0.5713	57.13%
Glucocorticoid receptor binding	+	0.5986	59.86%
Aromatase binding	-	0.4881	48.81%
PPAR gamma	+	0.7053	70.53%
Honey bee toxicity	-	0.8644	86.44%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5632	56.32%
Fish aquatic toxicity	+	0.9278	92.78%

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	99.36%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.86%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.64%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.72%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.22%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.95%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.53%	99.15%
CHEMBL2581	P07339	Cathepsin D	86.17%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.13%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.78%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.24%	94.45%
CHEMBL4208	P20618	Proteasome component C5	82.75%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	81.63%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.19%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.26%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.17%	96.09%

Plants that contains it

• Combretum caffrum

Cross-Links

• PubChem: 71719106
• LOTUS: LTS0218720
• wikiData: Q104396563