(1R,2S,3S,5R,8S,10S,11S,12R)-5-(furan-3-yl)-10,12-dihydroxy-3,11-dimethyl-6,14-dioxatetracyclo[10.2.2.02,11.03,8]hexadec-15-ene-7,13-dione

Details

• Internal ID: 74a4528d-1474-4726-91dc-3b788566e203
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1R,2S,3S,5R,8S,10S,11S,12R)-5-(furan-3-yl)-10,12-dihydroxy-3,11-dimethyl-6,14-dioxatetracyclo[10.2.2.02,11.03,8]hexadec-15-ene-7,13-dione
• InChI: InChI=1S/C20H22O7/c1-18-8-13(10-4-6-25-9-10)26-16(22)11(18)7-14(21)19(2)15(18)12-3-5-20(19,24)17(23)27-12/h3-6,9,11-15,21,24H,7-8H2,1-2H3/t11-,12-,13-,14+,15+,18-,19-,20+/m1/s1
• InChI Key: DONJVJVFKRSFIY-LQIYUZBPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₇
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.13655304 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 7
• 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	+	0.9355	93.55%
Caco-2	-	0.6485	64.85%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6401	64.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7906	79.06%
OATP1B3 inhibitior	+	0.9368	93.68%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8448	84.48%
P-glycoprotein inhibitior	-	0.7959	79.59%
P-glycoprotein substrate	-	0.5911	59.11%
CYP3A4 substrate	+	0.6401	64.01%
CYP2C9 substrate	-	0.8240	82.40%
CYP2D6 substrate	-	0.8408	84.08%
CYP3A4 inhibition	+	0.6131	61.31%
CYP2C9 inhibition	-	0.8921	89.21%
CYP2C19 inhibition	-	0.9394	93.94%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	-	0.9112	91.12%
CYP2C8 inhibition	-	0.7841	78.41%
CYP inhibitory promiscuity	-	0.8840	88.40%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4747	47.47%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9774	97.74%
Skin irritation	-	0.5926	59.26%
Skin corrosion	-	0.8579	85.79%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7676	76.76%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.8375	83.75%
skin sensitisation	-	0.8472	84.72%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6118	61.18%
Acute Oral Toxicity (c)	I	0.6066	60.66%
Estrogen receptor binding	+	0.8347	83.47%
Androgen receptor binding	+	0.7090	70.90%
Thyroid receptor binding	+	0.5904	59.04%
Glucocorticoid receptor binding	+	0.6856	68.56%
Aromatase binding	+	0.6607	66.07%
PPAR gamma	-	0.5223	52.23%
Honey bee toxicity	-	0.8366	83.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9834	98.34%

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	96.77%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.14%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.87%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.03%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.66%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.90%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.22%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.39%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.17%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.18%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.97%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.27%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.03%	97.25%

Plants that contains it

• Arcangelisia flava

Cross-Links

• PubChem: 162961158
• LOTUS: LTS0088586
• wikiData: Q104986087