Castacrenin B

Details

• Internal ID: e79c4eea-1591-4f87-a0f1-d796c7652659
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 6,7,13,14-tetrahydroxy-5-[3,4,8,9,10-pentahydroxy-2-(hydroxymethyl)-6-oxo-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-7-yl]-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4(16),5,7,11,13-hexaene-3,10-dione
• InChI: InChI=1S/C27H18O17/c28-2-5-14(31)19(36)24-23(41-5)12-11(27(40)44-24)8(15(32)18(35)17(12)34)7-10-9-6-3(25(38)42-22(9)20(37)16(7)33)1-4(29)13(30)21(6)43-26(10)39/h1,5,14,19,23-24,28-37H,2H2
• InChI Key: JTTVTHBGPVZKHW-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₁₈O₁₇
• Molecular Weight: 614.40 g/mol
• Exact Mass: 614.05439910 g/mol
• Topological Polar Surface Area (TPSA): 290.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.21
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 2

Synonyms

• DTXSID501317732
• 173429-80-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6003	60.03%
Caco-2	-	0.9250	92.50%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5385	53.85%
OATP2B1 inhibitior	-	0.5561	55.61%
OATP1B1 inhibitior	+	0.7398	73.98%
OATP1B3 inhibitior	+	0.9737	97.37%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6642	66.42%
P-glycoprotein inhibitior	-	0.5964	59.64%
P-glycoprotein substrate	-	0.6463	64.63%
CYP3A4 substrate	+	0.5892	58.92%
CYP2C9 substrate	-	0.6106	61.06%
CYP2D6 substrate	-	0.8531	85.31%
CYP3A4 inhibition	-	0.9274	92.74%
CYP2C9 inhibition	-	0.9245	92.45%
CYP2C19 inhibition	-	0.9492	94.92%
CYP2D6 inhibition	-	0.9704	97.04%
CYP1A2 inhibition	-	0.9471	94.71%
CYP2C8 inhibition	-	0.5627	56.27%
CYP inhibitory promiscuity	-	0.9381	93.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7392	73.92%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.8327	83.27%
Skin irritation	-	0.8060	80.60%
Skin corrosion	-	0.9584	95.84%
Ames mutagenesis	+	0.6082	60.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.4790	47.90%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.9061	90.61%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.9066	90.66%
Acute Oral Toxicity (c)	IV	0.4305	43.05%
Estrogen receptor binding	+	0.7519	75.19%
Androgen receptor binding	+	0.7002	70.02%
Thyroid receptor binding	-	0.5176	51.76%
Glucocorticoid receptor binding	+	0.5982	59.82%
Aromatase binding	-	0.5479	54.79%
PPAR gamma	+	0.6438	64.38%
Honey bee toxicity	-	0.7546	75.46%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8513	85.13%

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	99.62%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.91%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.79%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.31%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.53%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	90.27%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	89.98%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.94%	89.34%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.15%	86.92%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.63%	99.23%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.12%	91.38%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.94%	99.15%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.77%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.91%	94.45%

Plants that contains it

• Castanea crenata

Cross-Links

• PubChem: 85262147
• LOTUS: LTS0071962
• wikiData: Q105134993