3-[(2R,3S)-2,3,8,8-tetramethyl-4-oxo-2,3-dihydropyrano[2,3-f]chromen-6-yl]hexanoic acid

Details

• Internal ID: 23ba961e-f9da-45be-a6d7-f5c3abcaa355
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
• IUPAC Name: 3-[(2R,3S)-2,3,8,8-tetramethyl-4-oxo-2,3-dihydropyrano[2,3-h]chromen-6-yl]hexanoic acid
• InChI: InChI=1S/C22H28O5/c1-6-7-14(10-18(23)24)16-11-17-19(25)12(2)13(3)26-20(17)15-8-9-22(4,5)27-21(15)16/h8-9,11-14H,6-7,10H2,1-5H3,(H,23,24)/t12-,13+,14?/m0/s1
• InChI Key: HUYNZCJJAYYHTH-WLDKUNSKSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₅
• Molecular Weight: 372.50 g/mol
• Exact Mass: 372.19367399 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.83
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9699	96.99%
Caco-2	+	0.7926	79.26%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7815	78.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8246	82.46%
OATP1B3 inhibitior	+	0.9143	91.43%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8110	81.10%
P-glycoprotein inhibitior	-	0.5949	59.49%
P-glycoprotein substrate	-	0.5360	53.60%
CYP3A4 substrate	+	0.5962	59.62%
CYP2C9 substrate	-	0.7488	74.88%
CYP2D6 substrate	-	0.8518	85.18%
CYP3A4 inhibition	-	0.5366	53.66%
CYP2C9 inhibition	-	0.7576	75.76%
CYP2C19 inhibition	-	0.8547	85.47%
CYP2D6 inhibition	-	0.9318	93.18%
CYP1A2 inhibition	-	0.8397	83.97%
CYP2C8 inhibition	-	0.7911	79.11%
CYP inhibitory promiscuity	-	0.8731	87.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5680	56.80%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8847	88.47%
Skin irritation	-	0.6917	69.17%
Skin corrosion	-	0.9130	91.30%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7292	72.92%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7916	79.16%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5361	53.61%
Estrogen receptor binding	+	0.7710	77.10%
Androgen receptor binding	+	0.6047	60.47%
Thyroid receptor binding	-	0.5116	51.16%
Glucocorticoid receptor binding	+	0.7608	76.08%
Aromatase binding	-	0.6556	65.56%
PPAR gamma	+	0.7853	78.53%
Honey bee toxicity	-	0.8959	89.59%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9883	98.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.48%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.67%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.18%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.20%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.27%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.77%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.72%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.24%	90.71%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	80.88%	95.00%

Plants that contains it

• Calophyllum membranaceum
• Calophyllum recedens

Cross-Links

• PubChem: 16077644
• LOTUS: LTS0096930
• wikiData: Q105110545