rel-(-)-(4R,6S,6aR,7S,12R,12aS)-3,4,6,6a,7,12-Hexahydro-6a,7,8,12-tetrahydroxy-6-methyl-4,12a-methano-2H,12aH-naphtho[2,3-b]-1,5-dioxocin-2-one

Details

• Internal ID: 7e76f959-203c-4c76-958d-43f61ab10a7d
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 2,7,9,10-tetrahydroxy-11-methyl-12,16-dioxatetracyclo[11.3.1.01,10.03,8]heptadeca-3(8),4,6-trien-15-one
• InChI: InChI=1S/C16H18O7/c1-7-16(21)14(20)12-9(3-2-4-10(12)17)13(19)15(16)6-8(22-7)5-11(18)23-15/h2-4,7-8,13-14,17,19-21H,5-6H2,1H3
• InChI Key: YAYLZJMYAWCSFK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₇
• Molecular Weight: 322.31 g/mol
• Exact Mass: 322.10525291 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): 0.07
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7149	71.49%
Caco-2	-	0.8466	84.66%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6902	69.02%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.8809	88.09%
OATP1B3 inhibitior	+	0.9503	95.03%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8776	87.76%
P-glycoprotein inhibitior	-	0.9203	92.03%
P-glycoprotein substrate	-	0.6490	64.90%
CYP3A4 substrate	+	0.6280	62.80%
CYP2C9 substrate	+	0.5985	59.85%
CYP2D6 substrate	-	0.8207	82.07%
CYP3A4 inhibition	-	0.8975	89.75%
CYP2C9 inhibition	-	0.9252	92.52%
CYP2C19 inhibition	-	0.8593	85.93%
CYP2D6 inhibition	-	0.9472	94.72%
CYP1A2 inhibition	-	0.7084	70.84%
CYP2C8 inhibition	-	0.6663	66.63%
CYP inhibitory promiscuity	-	0.9606	96.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5859	58.59%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9677	96.77%
Skin irritation	-	0.6422	64.22%
Skin corrosion	-	0.8958	89.58%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7656	76.56%
Micronuclear	+	0.5859	58.59%
Hepatotoxicity	+	0.5045	50.45%
skin sensitisation	-	0.8064	80.64%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6032	60.32%
Acute Oral Toxicity (c)	III	0.4425	44.25%
Estrogen receptor binding	+	0.8405	84.05%
Androgen receptor binding	+	0.7354	73.54%
Thyroid receptor binding	-	0.5544	55.44%
Glucocorticoid receptor binding	+	0.6458	64.58%
Aromatase binding	+	0.5675	56.75%
PPAR gamma	+	0.6410	64.10%
Honey bee toxicity	-	0.8687	86.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8522	85.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.71%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.92%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.98%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.01%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.43%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.18%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.80%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.08%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	82.52%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.83%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.16%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.04%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.92%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.32%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85266063
• LOTUS: LTS0024654
• wikiData: Q104201526