(2S,3R)-3,9-dihydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydrofuro[3,2-g]chromen-7-one

Details

• Internal ID: 4b01a88a-c496-43cd-b4bd-bf1fa82f48ee
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: (2S,3R)-3,9-dihydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydrofuro[3,2-g]chromen-7-one
• InChI: InChI=1S/C14H14O6/c1-14(2,18)13-9(16)7-5-6-3-4-8(15)19-11(6)10(17)12(7)20-13/h3-5,9,13,16-18H,1-2H3/t9-,13+/m1/s1
• InChI Key: CKIXYKXOOJINJX-RNCFNFMXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₆
• Molecular Weight: 278.26 g/mol
• Exact Mass: 278.07903816 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.06
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9355	93.55%
Caco-2	-	0.6772	67.72%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7544	75.44%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8926	89.26%
OATP1B3 inhibitior	+	0.8592	85.92%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8419	84.19%
P-glycoprotein inhibitior	-	0.7862	78.62%
P-glycoprotein substrate	-	0.8900	89.00%
CYP3A4 substrate	-	0.5241	52.41%
CYP2C9 substrate	-	0.6435	64.35%
CYP2D6 substrate	-	0.8178	81.78%
CYP3A4 inhibition	+	0.5166	51.66%
CYP2C9 inhibition	+	0.5249	52.49%
CYP2C19 inhibition	-	0.6920	69.20%
CYP2D6 inhibition	-	0.8161	81.61%
CYP1A2 inhibition	-	0.5910	59.10%
CYP2C8 inhibition	-	0.7109	71.09%
CYP inhibitory promiscuity	-	0.5276	52.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4757	47.57%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.5320	53.20%
Skin irritation	-	0.6578	65.78%
Skin corrosion	-	0.9127	91.27%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7106	71.06%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7607	76.07%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7192	71.92%
Acute Oral Toxicity (c)	III	0.6097	60.97%
Estrogen receptor binding	+	0.8590	85.90%
Androgen receptor binding	+	0.5859	58.59%
Thyroid receptor binding	+	0.5587	55.87%
Glucocorticoid receptor binding	+	0.5814	58.14%
Aromatase binding	+	0.7166	71.66%
PPAR gamma	+	0.8024	80.24%
Honey bee toxicity	-	0.9163	91.63%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9612	96.12%

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	94.90%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.98%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.75%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	89.13%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.66%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.39%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.52%	94.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.44%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.55%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.97%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.82%	90.71%

Plants that contains it

• Aegle marmelos

Cross-Links

• PubChem: 56958777
• LOTUS: LTS0222651
• wikiData: Q104962399