(1S,2R,3S,5R,8S,10S,11R,12S,13R,15R)-5-(furan-3-yl)-10,12-dihydroxy-3,11-dimethyl-6,14,16-trioxapentacyclo[10.3.2.02,11.03,8.013,15]heptadecane-7,17-dione

Details

• Internal ID: a8a68d3e-8b98-43e3-9afd-2409a5a4b132
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1S,2R,3S,5R,8S,10S,11R,12S,13R,15R)-5-(furan-3-yl)-10,12-dihydroxy-3,11-dimethyl-6,14,16-trioxapentacyclo[10.3.2.02,11.03,8.013,15]heptadecane-7,17-dione
• InChI: InChI=1S/C20H22O8/c1-18-6-10(8-3-4-25-7-8)26-16(22)9(18)5-11(21)19(2)14(18)12-13-15(27-13)20(19,24)17(23)28-12/h3-4,7,9-15,21,24H,5-6H2,1-2H3/t9-,10-,11+,12-,13-,14-,15-,18-,19+,20+/m1/s1
• InChI Key: FLRGNOFPZHOVBJ-RZPRKSDASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₈
• Molecular Weight: 390.40 g/mol
• Exact Mass: 390.13146766 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.71
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8883	88.83%
Caco-2	-	0.7352	73.52%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5744	57.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7529	75.29%
OATP1B3 inhibitior	+	0.9284	92.84%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9071	90.71%
P-glycoprotein inhibitior	-	0.7762	77.62%
P-glycoprotein substrate	-	0.5643	56.43%
CYP3A4 substrate	+	0.6407	64.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8354	83.54%
CYP3A4 inhibition	+	0.7678	76.78%
CYP2C9 inhibition	-	0.8488	84.88%
CYP2C19 inhibition	-	0.8856	88.56%
CYP2D6 inhibition	-	0.9241	92.41%
CYP1A2 inhibition	-	0.8936	89.36%
CYP2C8 inhibition	-	0.7670	76.70%
CYP inhibitory promiscuity	-	0.9321	93.21%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4729	47.29%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9664	96.64%
Skin irritation	-	0.6585	65.85%
Skin corrosion	-	0.8726	87.26%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3952	39.52%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.8512	85.12%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.7017	70.17%
Acute Oral Toxicity (c)	I	0.3878	38.78%
Estrogen receptor binding	+	0.8819	88.19%
Androgen receptor binding	+	0.6974	69.74%
Thyroid receptor binding	+	0.5849	58.49%
Glucocorticoid receptor binding	+	0.7127	71.27%
Aromatase binding	+	0.6365	63.65%
PPAR gamma	+	0.5794	57.94%
Honey bee toxicity	-	0.8784	87.84%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9657	96.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.72%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.51%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.18%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.57%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.81%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.06%	95.56%
CHEMBL2039	P27338	Monoamine oxidase B	88.67%	92.51%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.46%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.92%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.44%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.94%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	80.21%	91.49%

Plants that contains it

• Arcangelisia flava

Cross-Links

• PubChem: 162963992
• LOTUS: LTS0163426
• wikiData: Q104997402