(1R,4aS,10aR,11aR,11bS)-1-hydroxy-4,4,8,11b-tetramethyl-4a,5,6,10a,11,11a-hexahydro-1H-[1]benzofuro[5,6-h]isochromene-3,9-dione

Details

• Internal ID: f2222542-a4c0-483b-a96c-4bb06989f9ef
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1R,4aS,10aR,11aR,11bS)-1-hydroxy-4,4,8,11b-tetramethyl-4a,5,6,10a,11,11a-hexahydro-1H-[1]benzofuro[5,6-h]isochromene-3,9-dione
• InChI: InChI=1S/C19H24O5/c1-9-11-7-10-5-6-14-18(2,3)16(21)24-17(22)19(14,4)12(10)8-13(11)23-15(9)20/h7,12-14,17,22H,5-6,8H2,1-4H3/t12-,13-,14-,17-,19+/m1/s1
• InChI Key: HCIBZVFRFNDABN-RWVXVPBESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₅
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.16237386 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.49
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9784	97.84%
Caco-2	+	0.6529	65.29%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8807	88.07%
OATP2B1 inhibitior	-	0.8632	86.32%
OATP1B1 inhibitior	+	0.8872	88.72%
OATP1B3 inhibitior	+	0.9218	92.18%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.6242	62.42%
P-glycoprotein inhibitior	-	0.5796	57.96%
P-glycoprotein substrate	-	0.7677	76.77%
CYP3A4 substrate	+	0.6321	63.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8755	87.55%
CYP3A4 inhibition	-	0.8116	81.16%
CYP2C9 inhibition	-	0.9175	91.75%
CYP2C19 inhibition	-	0.9504	95.04%
CYP2D6 inhibition	-	0.9505	95.05%
CYP1A2 inhibition	-	0.7189	71.89%
CYP2C8 inhibition	-	0.7578	75.78%
CYP inhibitory promiscuity	-	0.9424	94.24%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4268	42.68%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9307	93.07%
Skin irritation	+	0.5733	57.33%
Skin corrosion	-	0.8470	84.70%
Ames mutagenesis	+	0.5372	53.72%
Human Ether-a-go-go-Related Gene inhibition	+	0.6487	64.87%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6086	60.86%
skin sensitisation	-	0.7317	73.17%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5529	55.29%
Acute Oral Toxicity (c)	III	0.5222	52.22%
Estrogen receptor binding	+	0.8447	84.47%
Androgen receptor binding	+	0.6220	62.20%
Thyroid receptor binding	+	0.6511	65.11%
Glucocorticoid receptor binding	+	0.8116	81.16%
Aromatase binding	+	0.5322	53.22%
PPAR gamma	+	0.8016	80.16%
Honey bee toxicity	-	0.8921	89.21%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9834	98.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	94.44%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.51%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.88%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.85%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.04%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.75%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.44%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.24%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.71%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.93%	95.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.53%	97.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.97%	86.33%

Plants that contains it

• Euphorbia calyptrata

Cross-Links

• PubChem: 10544555
• LOTUS: LTS0190867
• wikiData: Q105025698