(1S,9R,17R)-4,5,9-trihydroxy-17-methoxy-15-[(1S,9S,17R)-4,5,9-trihydroxy-14-oxo-11-oxatetracyclo[7.7.1.01,12.02,7]heptadeca-2,4,6,12,15-pentaen-17-yl]-11-oxatetracyclo[7.7.1.01,12.02,7]heptadeca-2,4,6,12,15-pentaen-14-one

Details

• Internal ID: 989fae35-a632-4078-81a7-525cc30cc058
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (1S,9R,17R)-4,5,9-trihydroxy-17-methoxy-15-[(1S,9S,17R)-4,5,9-trihydroxy-14-oxo-11-oxatetracyclo[7.7.1.01,12.02,7]heptadeca-2,4,6,12,15-pentaen-17-yl]-11-oxatetracyclo[7.7.1.01,12.02,7]heptadeca-2,4,6,12,15-pentaen-14-one
• SMILES (Canonical): COC1C2(CC3=CC(=C(C=C3C14C=C(C(=O)C=C4OC2)C5C6(CC7=CC(=C(C=C7C58C=CC(=O)C=C8OC6)O)O)O)O)O)O
• SMILES (Isomeric): CO[C@H]1[C@]2(CC3=CC(=C(C=C3[C@@]14C=C(C(=O)C=C4OC2)[C@@H]5[C@]6(CC7=CC(=C(C=C7[C@]58C=CC(=O)C=C8OC6)O)O)O)O)O)O
• InChI: InChI=1S/C33H28O11/c1-42-29-31(41)11-16-5-23(37)25(39)8-20(16)33(29)12-18(21(35)9-27(33)44-14-31)28-30(40)10-15-4-22(36)24(38)7-19(15)32(28)3-2-17(34)6-26(32)43-13-30/h2-9,12,28-29,36-41H,10-11,13-14H2,1H3/t28-,29+,30-,31-,32+,33-/m1/s1
• InChI Key: NDKORKDCFMXLKU-KOXWPZCISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₂₈O₁₁
• Molecular Weight: 600.60 g/mol
• Exact Mass: 600.16316171 g/mol
• Topological Polar Surface Area (TPSA): 183.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9299	92.99%
Caco-2	-	0.8733	87.33%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7802	78.02%
OATP2B1 inhibitior	-	0.7147	71.47%
OATP1B1 inhibitior	+	0.8620	86.20%
OATP1B3 inhibitior	+	0.9764	97.64%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9667	96.67%
P-glycoprotein inhibitior	+	0.7733	77.33%
P-glycoprotein substrate	-	0.5302	53.02%
CYP3A4 substrate	+	0.6675	66.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8384	83.84%
CYP3A4 inhibition	-	0.8103	81.03%
CYP2C9 inhibition	+	0.5672	56.72%
CYP2C19 inhibition	+	0.5829	58.29%
CYP2D6 inhibition	-	0.7823	78.23%
CYP1A2 inhibition	-	0.6009	60.09%
CYP2C8 inhibition	-	0.5796	57.96%
CYP inhibitory promiscuity	-	0.7397	73.97%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5100	51.00%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.8971	89.71%
Skin irritation	-	0.7745	77.45%
Skin corrosion	-	0.9330	93.30%
Ames mutagenesis	+	0.5846	58.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.3766	37.66%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7962	79.62%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6342	63.42%
Acute Oral Toxicity (c)	III	0.4165	41.65%
Estrogen receptor binding	+	0.8659	86.59%
Androgen receptor binding	+	0.7454	74.54%
Thyroid receptor binding	+	0.5584	55.84%
Glucocorticoid receptor binding	+	0.7226	72.26%
Aromatase binding	+	0.6401	64.01%
PPAR gamma	+	0.7224	72.24%
Honey bee toxicity	-	0.7831	78.31%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9056	90.56%

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	99.15%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.17%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	92.57%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.51%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.03%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.03%	92.94%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.78%	93.40%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.01%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.83%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.23%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.56%	97.09%
CHEMBL4208	P20618	Proteasome component C5	84.20%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.92%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.61%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.42%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.09%	86.33%
CHEMBL230	P35354	Cyclooxygenase-2	83.02%	89.63%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.89%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.03%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162869499
• LOTUS: LTS0256021
• wikiData: Q105177589