(1R,2S,14S,15R)-8,12,17,21-tetraoxaheptacyclo[13.11.0.02,14.03,11.05,9.018,26.020,24]hexacosa-3(11),4,6,9,18(26),19,22,24-octaene-13,16-dione

Details

• Internal ID: c8a1bd30-11fd-4950-9506-a7233d2d8659
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Linear furanocoumarins
• IUPAC Name: (1R,2S,14S,15R)-8,12,17,21-tetraoxaheptacyclo[13.11.0.02,14.03,11.05,9.018,26.020,24]hexacosa-3(11),4,6,9,18(26),19,22,24-octaene-13,16-dione
• InChI: InChI=1S/C22H12O6/c23-21-19-17(11-5-9-1-3-25-13(9)7-15(11)27-21)18-12-6-10-2-4-26-14(10)8-16(12)28-22(24)20(18)19/h1-8,17-20H/t17-,18+,19-,20+
• InChI Key: ZNCWXXJTDDGKHO-FGYAAKKASA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₂O₆
• Molecular Weight: 372.30 g/mol
• Exact Mass: 372.06338810 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.13
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	-	0.6416	64.16%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6620	66.20%
OATP2B1 inhibitior	-	0.7253	72.53%
OATP1B1 inhibitior	+	0.9593	95.93%
OATP1B3 inhibitior	+	0.9761	97.61%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6997	69.97%
P-glycoprotein inhibitior	+	0.7103	71.03%
P-glycoprotein substrate	-	0.9427	94.27%
CYP3A4 substrate	-	0.6232	62.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8106	81.06%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	+	0.8153	81.53%
CYP2C19 inhibition	+	0.6493	64.93%
CYP2D6 inhibition	-	0.6910	69.10%
CYP1A2 inhibition	+	0.7811	78.11%
CYP2C8 inhibition	-	0.8210	82.10%
CYP inhibitory promiscuity	-	0.7248	72.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4551	45.51%
Eye corrosion	-	0.9473	94.73%
Eye irritation	-	0.6835	68.35%
Skin irritation	+	0.5908	59.08%
Skin corrosion	-	0.9603	96.03%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4353	43.53%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7721	77.21%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6032	60.32%
Acute Oral Toxicity (c)	II	0.4053	40.53%
Estrogen receptor binding	+	0.8067	80.67%
Androgen receptor binding	+	0.7610	76.10%
Thyroid receptor binding	-	0.5925	59.25%
Glucocorticoid receptor binding	+	0.5436	54.36%
Aromatase binding	-	0.5462	54.62%
PPAR gamma	+	0.6955	69.55%
Honey bee toxicity	-	0.8391	83.91%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9618	96.18%

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	94.23%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.55%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.67%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.48%	95.56%
CHEMBL2581	P07339	Cathepsin D	82.71%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.38%	86.33%

Plants that contains it

• Dorstenia lindeniana

Cross-Links

• PubChem: 162957563
• LOTUS: LTS0115562
• wikiData: Q105379961