(1R,9R,17R)-5,11,15,19-tetramethyl-2,20-dioxatetracyclo[15.2.1.01,9.03,8]icosa-3(8),4,6,10,14,18-hexaen-6-ol

Details

• Internal ID: b86646d3-cfeb-4cc8-9b03-4c5cb823f10d
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: (1R,9R,17R)-5,11,15,19-tetramethyl-2,20-dioxatetracyclo[15.2.1.01,9.03,8]icosa-3(8),4,6,10,14,18-hexaen-6-ol
• InChI: InChI=1S/C22H26O3/c1-13-6-5-7-14(2)9-19-18-12-20(23)15(3)10-21(18)25-22(19)16(4)11-17(8-13)24-22/h6,9-12,17,19,23H,5,7-8H2,1-4H3/t17-,19-,22+/m1/s1
• InChI Key: FWAFECHDILCSFU-JUXOCIIHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₃
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.18819469 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 5.29
• H-Bond Acceptor: 3
• 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	+	0.9942	99.42%
Caco-2	+	0.7869	78.69%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6683	66.83%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.9321	93.21%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.8128	81.28%
P-glycoprotein inhibitior	-	0.5852	58.52%
P-glycoprotein substrate	-	0.7053	70.53%
CYP3A4 substrate	+	0.6204	62.04%
CYP2C9 substrate	-	0.6268	62.68%
CYP2D6 substrate	-	0.7096	70.96%
CYP3A4 inhibition	+	0.5734	57.34%
CYP2C9 inhibition	-	0.8744	87.44%
CYP2C19 inhibition	-	0.7031	70.31%
CYP2D6 inhibition	-	0.9099	90.99%
CYP1A2 inhibition	+	0.7667	76.67%
CYP2C8 inhibition	+	0.6923	69.23%
CYP inhibitory promiscuity	-	0.6879	68.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5072	50.72%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.8989	89.89%
Skin irritation	-	0.6064	60.64%
Skin corrosion	-	0.9273	92.73%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4305	43.05%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5825	58.25%
skin sensitisation	-	0.6547	65.47%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4843	48.43%
Acute Oral Toxicity (c)	III	0.4951	49.51%
Estrogen receptor binding	+	0.6472	64.72%
Androgen receptor binding	+	0.6206	62.06%
Thyroid receptor binding	+	0.6653	66.53%
Glucocorticoid receptor binding	+	0.7621	76.21%
Aromatase binding	+	0.7705	77.05%
PPAR gamma	+	0.8311	83.11%
Honey bee toxicity	-	0.7881	78.81%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.9944	99.44%

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	99.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.32%	96.09%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	89.56%	91.79%
CHEMBL4208	P20618	Proteasome component C5	89.44%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.03%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.07%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.33%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.50%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.65%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.26%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	83.04%	89.63%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.61%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.18%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.26%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.18%	97.36%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162910273
• LOTUS: LTS0276493
• wikiData: Q105003060