(1S,2R,7S,8R,17R)-2,7,14-trimethyl-16-oxapentacyclo[9.7.0.02,8.05,7.013,17]octadeca-10,13-diene-12,15-dione

Details

• Internal ID: 4c3f13df-cd96-4928-8e03-431ae2303a3d
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1S,2R,7S,8R,17R)-2,7,14-trimethyl-16-oxapentacyclo[9.7.0.02,8.05,7.013,17]octadeca-10,13-diene-12,15-dione
• InChI: InChI=1S/C20H24O3/c1-10-16-14(23-18(10)22)8-13-12(17(16)21)4-5-15-19(13,2)7-6-11-9-20(11,15)3/h4,11,13-15H,5-9H2,1-3H3/t11?,13-,14-,15+,19+,20+/m1/s1
• InChI Key: KIQWNCGQYMBUGO-WQQVWZHOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₃
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.17254462 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.59
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.6894	68.94%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6622	66.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8978	89.78%
OATP1B3 inhibitior	+	0.9795	97.95%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.4721	47.21%
P-glycoprotein inhibitior	-	0.5355	53.55%
P-glycoprotein substrate	-	0.8306	83.06%
CYP3A4 substrate	+	0.6811	68.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8864	88.64%
CYP3A4 inhibition	-	0.7855	78.55%
CYP2C9 inhibition	-	0.8432	84.32%
CYP2C19 inhibition	-	0.7795	77.95%
CYP2D6 inhibition	-	0.9615	96.15%
CYP1A2 inhibition	+	0.6255	62.55%
CYP2C8 inhibition	-	0.7900	79.00%
CYP inhibitory promiscuity	-	0.8658	86.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5032	50.32%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9555	95.55%
Skin irritation	+	0.5403	54.03%
Skin corrosion	-	0.8726	87.26%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6737	67.37%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6645	66.45%
skin sensitisation	-	0.7098	70.98%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.6665	66.65%
Acute Oral Toxicity (c)	III	0.5570	55.70%
Estrogen receptor binding	+	0.8534	85.34%
Androgen receptor binding	+	0.6823	68.23%
Thyroid receptor binding	+	0.6461	64.61%
Glucocorticoid receptor binding	+	0.8597	85.97%
Aromatase binding	+	0.5668	56.68%
PPAR gamma	+	0.8428	84.28%
Honey bee toxicity	-	0.7977	79.77%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9958	99.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.75%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.55%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.01%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.36%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.22%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.30%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.29%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.38%	94.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.27%	97.14%
CHEMBL4444	P04070	Vitamin K-dependent protein C	84.60%	93.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.31%	95.89%
CHEMBL1871	P10275	Androgen Receptor	83.22%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.29%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.75%	93.04%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.39%	96.38%

Plants that contains it

• Euphorbia retusa

Cross-Links

• PubChem: 101485501
• LOTUS: LTS0112030
• wikiData: Q105141645