(8S,9R)-8,9-bis(2-hydroxypropan-2-yl)-8,9-dihydrofuro[2,3-h]chromen-2-one

Details

• Internal ID: be011fea-c2c4-47fd-b983-a209f29e8bcb
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: (8S,9R)-8,9-bis(2-hydroxypropan-2-yl)-8,9-dihydrofuro[2,3-h]chromen-2-one
• SMILES (Canonical): CC(C)(C1C(OC2=C1C3=C(C=C2)C=CC(=O)O3)C(C)(C)O)O
• SMILES (Isomeric): CC(C)([C@H]1[C@H](OC2=C1C3=C(C=C2)C=CC(=O)O3)C(C)(C)O)O
• InChI: InChI=1S/C17H20O5/c1-16(2,19)13-12-10(21-15(13)17(3,4)20)7-5-9-6-8-11(18)22-14(9)12/h5-8,13,15,19-20H,1-4H3/t13-,15+/m1/s1
• InChI Key: YSHXHVWYYZHNIP-HIFRSBDPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₅
• Molecular Weight: 304.34 g/mol
• Exact Mass: 304.13107373 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9665	96.65%
Caco-2	-	0.7293	72.93%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8040	80.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9396	93.96%
OATP1B3 inhibitior	+	0.8845	88.45%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8128	81.28%
P-glycoprotein inhibitior	-	0.6669	66.69%
P-glycoprotein substrate	-	0.9108	91.08%
CYP3A4 substrate	-	0.5914	59.14%
CYP2C9 substrate	-	0.6628	66.28%
CYP2D6 substrate	-	0.8368	83.68%
CYP3A4 inhibition	-	0.7926	79.26%
CYP2C9 inhibition	-	0.5830	58.30%
CYP2C19 inhibition	-	0.6918	69.18%
CYP2D6 inhibition	-	0.8549	85.49%
CYP1A2 inhibition	+	0.5629	56.29%
CYP2C8 inhibition	-	0.8776	87.76%
CYP inhibitory promiscuity	-	0.6465	64.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.3985	39.85%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.7512	75.12%
Skin irritation	-	0.6907	69.07%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5420	54.20%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	-	0.8051	80.51%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6551	65.51%
Acute Oral Toxicity (c)	III	0.5545	55.45%
Estrogen receptor binding	+	0.7126	71.26%
Androgen receptor binding	+	0.6588	65.88%
Thyroid receptor binding	+	0.5367	53.67%
Glucocorticoid receptor binding	+	0.6020	60.20%
Aromatase binding	+	0.7780	77.80%
PPAR gamma	+	0.7337	73.37%
Honey bee toxicity	-	0.9501	95.01%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9719	97.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.97%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.00%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.31%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.16%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.16%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	84.52%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.04%	94.00%

Plants that contains it

• Tordylium apulum

Cross-Links

• PubChem: 162842706
• LOTUS: LTS0091881
• wikiData: Q105359630