2-Hydroxyflemichapparin C

Details

• Internal ID: de955da4-4d55-4e83-8d00-0c5c017a52ad
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Coumestans
• IUPAC Name: 15-hydroxy-16-methoxy-5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-1(12),2,4(8),9,13,15,17-heptaen-20-one
• InChI: InChI=1S/C17H10O7/c1-20-12-4-11-8(2-9(12)18)16-15(17(19)24-11)7-3-13-14(22-6-21-13)5-10(7)23-16/h2-5,18H,6H2,1H3
• InChI Key: QKIMKWTXCITOEA-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₀O₇
• Molecular Weight: 326.26 g/mol
• Exact Mass: 326.04265265 g/mol
• Topological Polar Surface Area (TPSA): 87.40 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.14
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 2-Hydroxy-3-methoxy-8,9-methylenedioxycoumestan
• CHEBI:196334
• LMPK12090033
• 15-hydroxy-16-methoxy-5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-1(12),2,4(8),9,13,15,17-heptaen-20-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9810	98.10%
Caco-2	+	0.6097	60.97%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7659	76.59%
OATP2B1 inhibitior	-	0.7176	71.76%
OATP1B1 inhibitior	+	0.9335	93.35%
OATP1B3 inhibitior	+	0.9792	97.92%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8107	81.07%
P-glycoprotein inhibitior	-	0.4344	43.44%
P-glycoprotein substrate	-	0.8100	81.00%
CYP3A4 substrate	-	0.5079	50.79%
CYP2C9 substrate	-	0.8036	80.36%
CYP2D6 substrate	-	0.8473	84.73%
CYP3A4 inhibition	+	0.8232	82.32%
CYP2C9 inhibition	+	0.7032	70.32%
CYP2C19 inhibition	+	0.8339	83.39%
CYP2D6 inhibition	+	0.7561	75.61%
CYP1A2 inhibition	+	0.6782	67.82%
CYP2C8 inhibition	-	0.7864	78.64%
CYP inhibitory promiscuity	+	0.7354	73.54%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4117	41.17%
Eye corrosion	-	0.9747	97.47%
Eye irritation	+	0.5985	59.85%
Skin irritation	-	0.6764	67.64%
Skin corrosion	-	0.9664	96.64%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7912	79.12%
Micronuclear	+	0.8574	85.74%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7547	75.47%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6838	68.38%
Acute Oral Toxicity (c)	III	0.6682	66.82%
Estrogen receptor binding	+	0.9226	92.26%
Androgen receptor binding	+	0.7686	76.86%
Thyroid receptor binding	+	0.6240	62.40%
Glucocorticoid receptor binding	+	0.8815	88.15%
Aromatase binding	+	0.8329	83.29%
PPAR gamma	+	0.9199	91.99%
Honey bee toxicity	-	0.8342	83.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6349	63.49%
Fish aquatic toxicity	+	0.8820	88.20%

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	99.35%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.61%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.86%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.40%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.21%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.66%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.62%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.34%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.20%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.16%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.32%	92.62%
CHEMBL2535	P11166	Glucose transporter	84.94%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	83.08%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.07%	99.17%

Plants that contains it

• Swartzia leiocalycina

Cross-Links

• PubChem: 44257534
• LOTUS: LTS0139750
• wikiData: Q105223130