(1S,8R,12R,13R,14R)-8,15,15-trimethyl-6,19-dioxapentacyclo[10.6.1.01,14.03,11.05,9]nonadeca-3,5(9),10-triene-4,13-diol

Details

• Internal ID: 77827e4b-dbe6-44b3-9fa5-29c156c3db93
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (1S,8R,12R,13R,14R)-8,15,15-trimethyl-6,19-dioxapentacyclo[10.6.1.01,14.03,11.05,9]nonadeca-3,5(9),10-triene-4,13-diol
• InChI: InChI=1S/C20H26O4/c1-10-9-23-16-11(10)7-12-13(14(16)21)8-20-6-4-5-19(2,3)18(20)15(22)17(12)24-20/h7,10,15,17-18,21-22H,4-6,8-9H2,1-3H3/t10-,15-,17+,18-,20-/m0/s1
• InChI Key: SZTKYLKXMXNWDF-FUPUSRTNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9783	97.83%
Caco-2	+	0.6592	65.92%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7910	79.10%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.8198	81.98%
OATP1B3 inhibitior	+	0.8612	86.12%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5699	56.99%
P-glycoprotein inhibitior	-	0.7567	75.67%
P-glycoprotein substrate	-	0.5820	58.20%
CYP3A4 substrate	+	0.6229	62.29%
CYP2C9 substrate	-	0.5892	58.92%
CYP2D6 substrate	+	0.3891	38.91%
CYP3A4 inhibition	-	0.9372	93.72%
CYP2C9 inhibition	-	0.7806	78.06%
CYP2C19 inhibition	-	0.7564	75.64%
CYP2D6 inhibition	-	0.8945	89.45%
CYP1A2 inhibition	-	0.5107	51.07%
CYP2C8 inhibition	+	0.5459	54.59%
CYP inhibitory promiscuity	-	0.8711	87.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6010	60.10%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9557	95.57%
Skin irritation	-	0.8008	80.08%
Skin corrosion	-	0.9502	95.02%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5903	59.03%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8688	86.88%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7407	74.07%
Acute Oral Toxicity (c)	III	0.6860	68.60%
Estrogen receptor binding	+	0.7972	79.72%
Androgen receptor binding	+	0.6428	64.28%
Thyroid receptor binding	+	0.7111	71.11%
Glucocorticoid receptor binding	+	0.8434	84.34%
Aromatase binding	+	0.7332	73.32%
PPAR gamma	+	0.8063	80.63%
Honey bee toxicity	-	0.8452	84.52%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9597	95.97%

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	99.73%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.00%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.91%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.71%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.66%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.16%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.46%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.22%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.09%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.95%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	83.75%	91.49%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.02%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.69%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	80.33%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.04%	92.94%

Plants that contains it

• Premna mollissima

Cross-Links

• PubChem: 52936868
• LOTUS: LTS0055389
• wikiData: Q105264407