(3S,6R,8R)-15-[(4R,5R,6R)-4-[(2S,5S,6S)-5-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]-6,8,14-trihydroxy-3-[(2S,5S,6R)-5-hydroxy-6-methyloxan-2-yl]oxy-18-(4-hydroxyphenyl)-6-methyl-20-oxapentacyclo[11.7.1.02,11.03,8.017,21]henicosa-1(21),2(11),9,13,15,17-hexaene-4,12,19-trione

Details

• Internal ID: bffcb8b1-1c7b-4d2c-b3f2-1888ec94461f
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (3S,6R,8R)-15-[(4R,5R,6R)-4-[(2S,5S,6S)-5-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]-6,8,14-trihydroxy-3-[(2S,5S,6R)-5-hydroxy-6-methyloxan-2-yl]oxy-18-(4-hydroxyphenyl)-6-methyl-20-oxapentacyclo[11.7.1.02,11.03,8.017,21]henicosa-1(21),2(11),9,13,15,17-hexaene-4,12,19-trione
• InChI: InChI=1S/C51H60O19/c1-21-30(53)10-12-37(64-21)70-51-35(55)19-49(5,61)20-50(51,62)15-14-27-42(51)47-40-29(39(48(60)69-47)25-6-8-26(52)9-7-25)16-28(46(59)41(40)45(27)58)33-18-34(44(57)24(4)63-33)68-36-13-11-32(22(2)65-36)67-38-17-31(54)43(56)23(3)66-38/h6-9,14-16,21-24,30-34,36-38,43-44,52-54,56-57,59,61-62H,10-13,17-20H2,1-5H3/t21-,22+,23-,24-,30+,31-,32+,33?,34-,36+,37+,38+,43-,44-,49+,50+,51+/m1/s1
• InChI Key: APMRFKHSHVYRKV-IUVZSISSSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₆₀O₁₉
• Molecular Weight: 977.00 g/mol
• Exact Mass: 976.37287968 g/mol
• Topological Polar Surface Area (TPSA): 287.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 19
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9211	92.11%
Caco-2	-	0.8672	86.72%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7075	70.75%
OATP2B1 inhibitior	-	0.8663	86.63%
OATP1B1 inhibitior	+	0.8292	82.92%
OATP1B3 inhibitior	+	0.8075	80.75%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8071	80.71%
BSEP inhibitior	+	0.9851	98.51%
P-glycoprotein inhibitior	+	0.7440	74.40%
P-glycoprotein substrate	+	0.8041	80.41%
CYP3A4 substrate	+	0.7496	74.96%
CYP2C9 substrate	-	0.6092	60.92%
CYP2D6 substrate	-	0.8767	87.67%
CYP3A4 inhibition	-	0.8718	87.18%
CYP2C9 inhibition	-	0.8399	83.99%
CYP2C19 inhibition	-	0.8724	87.24%
CYP2D6 inhibition	-	0.9201	92.01%
CYP1A2 inhibition	-	0.8065	80.65%
CYP2C8 inhibition	+	0.8374	83.74%
CYP inhibitory promiscuity	-	0.9261	92.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5736	57.36%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.6660	66.60%
Skin corrosion	-	0.9219	92.19%
Ames mutagenesis	+	0.5146	51.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7666	76.66%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5405	54.05%
skin sensitisation	-	0.8524	85.24%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7507	75.07%
Acute Oral Toxicity (c)	II	0.4138	41.38%
Estrogen receptor binding	+	0.8184	81.84%
Androgen receptor binding	+	0.7792	77.92%
Thyroid receptor binding	+	0.6171	61.71%
Glucocorticoid receptor binding	+	0.7647	76.47%
Aromatase binding	+	0.6054	60.54%
PPAR gamma	+	0.8136	81.36%
Honey bee toxicity	-	0.6613	66.13%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9950	99.50%

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	99.88%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	99.04%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.51%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.93%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.86%	91.49%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	96.40%	93.10%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.84%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.51%	97.09%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	93.48%	97.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.27%	95.89%
CHEMBL242	Q92731	Estrogen receptor beta	92.98%	98.35%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.87%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.55%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.51%	100.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	92.10%	95.78%
CHEMBL2243	O00519	Anandamide amidohydrolase	91.82%	97.53%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.51%	96.21%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	90.87%	96.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.11%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.63%	95.64%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.35%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.96%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	87.91%	94.75%
CHEMBL284	P27487	Dipeptidyl peptidase IV	87.80%	95.69%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	87.26%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.48%	94.45%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	86.19%	96.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.14%	97.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.40%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.91%	99.15%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.90%	95.83%
CHEMBL259	P32245	Melanocortin receptor 4	82.66%	95.38%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	82.24%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.54%	99.17%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.60%	96.39%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.33%	94.42%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163069687
• LOTUS: LTS0106414
• wikiData: Q104916410