[(1S,4S,12S,13R,16R,17R)-17-methoxy-12-methyl-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadeca-5(9),6,10-trien-17-yl]methanol

Details

• Internal ID: 77282f39-e3cc-4d5d-b6e0-e7149cd49538
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(1S,4S,12S,13R,16R,17R)-17-methoxy-12-methyl-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadeca-5(9),6,10-trien-17-yl]methanol
• InChI: InChI=1S/C21H28O3/c1-19-8-6-17-15(7-10-24-17)16(19)5-9-20-11-14(3-4-18(19)20)21(12-20,13-22)23-2/h6-8,10,14,16,18,22H,3-5,9,11-13H2,1-2H3/t14-,16-,18+,19-,20+,21+/m1/s1
• InChI Key: OHVRXOLZRGEGJQ-GVOJMRIRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₃
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.20384475 g/mol
• Topological Polar Surface Area (TPSA): 42.60 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.37
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	+	0.6961	69.61%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6976	69.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8780	87.80%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6209	62.09%
P-glycoprotein inhibitior	-	0.7695	76.95%
P-glycoprotein substrate	-	0.5984	59.84%
CYP3A4 substrate	+	0.6563	65.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7743	77.43%
CYP3A4 inhibition	-	0.7721	77.21%
CYP2C9 inhibition	-	0.5838	58.38%
CYP2C19 inhibition	+	0.5723	57.23%
CYP2D6 inhibition	-	0.8945	89.45%
CYP1A2 inhibition	-	0.6466	64.66%
CYP2C8 inhibition	+	0.6474	64.74%
CYP inhibitory promiscuity	-	0.5421	54.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6480	64.80%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9916	99.16%
Skin irritation	-	0.7862	78.62%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	-	0.7295	72.95%
Human Ether-a-go-go-Related Gene inhibition	+	0.8988	89.88%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5726	57.26%
skin sensitisation	-	0.8160	81.60%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7887	78.87%
Acute Oral Toxicity (c)	III	0.5519	55.19%
Estrogen receptor binding	+	0.9290	92.90%
Androgen receptor binding	+	0.6868	68.68%
Thyroid receptor binding	+	0.7608	76.08%
Glucocorticoid receptor binding	+	0.7934	79.34%
Aromatase binding	+	0.6582	65.82%
PPAR gamma	+	0.6046	60.46%
Honey bee toxicity	-	0.8534	85.34%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8856	88.56%

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	97.53%	91.11%
CHEMBL240	Q12809	HERG	96.77%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.56%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.94%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.99%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.09%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.01%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.87%	92.62%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.10%	90.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.38%	86.33%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	83.31%	87.16%
CHEMBL4208	P20618	Proteasome component C5	82.12%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.53%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.14%	95.83%
CHEMBL2581	P07339	Cathepsin D	80.85%	98.95%

Plants that contains it

• Coffea stenophylla

Cross-Links

• PubChem: 68103165
• LOTUS: LTS0260739
• wikiData: Q104375604