(17R)-12,21,23-trihydroxy-8,8,18,18-tetramethyl-11-(3-methylbut-2-enyl)-3,9,19-trioxahexacyclo[15.6.1.02,15.04,13.05,10.020,24]tetracosa-1(24),2(15),4,6,10,12,20,22-octaen-14-one

Details

• Internal ID: e0c811b3-0e57-4f3f-b831-c7bc278b54be
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
• IUPAC Name: (17R)-12,21,23-trihydroxy-8,8,18,18-tetramethyl-11-(3-methylbut-2-enyl)-3,9,19-trioxahexacyclo[15.6.1.02,15.04,13.05,10.020,24]tetracosa-1(24),2(15),4,6,10,12,20,22-octaen-14-one
• SMILES (Canonical): CC(=CCC1=C2C(=C3C(=C1O)C(=O)C4=C(O3)C5=C6C(C4)C(OC6=C(C=C5O)O)(C)C)C=CC(O2)(C)C)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C3C(=C1O)C(=O)C4=C(O3)C5=C6[C@@H](C4)C(OC6=C(C=C5O)O)(C)C)C=CC(O2)(C)C)C
• InChI: InChI=1S/C30H30O7/c1-13(2)7-8-14-23(33)22-24(34)16-11-17-20-21(18(31)12-19(32)28(20)37-30(17,5)6)27(16)35-26(22)15-9-10-29(3,4)36-25(14)15/h7,9-10,12,17,31-33H,8,11H2,1-6H3/t17-/m1/s1
• InChI Key: GKWNQOINHKVKOT-QGZVFWFLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₀O₇
• Molecular Weight: 502.60 g/mol
• Exact Mass: 502.19915329 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 6.08
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	-	0.7881	78.81%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6522	65.22%
OATP2B1 inhibitior	-	0.7086	70.86%
OATP1B1 inhibitior	+	0.8384	83.84%
OATP1B3 inhibitior	+	0.9427	94.27%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9121	91.21%
P-glycoprotein inhibitior	+	0.7654	76.54%
P-glycoprotein substrate	+	0.6423	64.23%
CYP3A4 substrate	+	0.6574	65.74%
CYP2C9 substrate	-	0.5773	57.73%
CYP2D6 substrate	-	0.8161	81.61%
CYP3A4 inhibition	-	0.7081	70.81%
CYP2C9 inhibition	+	0.8370	83.70%
CYP2C19 inhibition	+	0.7911	79.11%
CYP2D6 inhibition	-	0.7730	77.30%
CYP1A2 inhibition	+	0.6770	67.70%
CYP2C8 inhibition	+	0.5973	59.73%
CYP inhibitory promiscuity	+	0.8814	88.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5603	56.03%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.7395	73.95%
Skin irritation	-	0.6935	69.35%
Skin corrosion	-	0.9077	90.77%
Ames mutagenesis	+	0.5009	50.09%
Human Ether-a-go-go-Related Gene inhibition	+	0.6543	65.43%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.6664	66.64%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7112	71.12%
Acute Oral Toxicity (c)	III	0.5446	54.46%
Estrogen receptor binding	+	0.8846	88.46%
Androgen receptor binding	+	0.7643	76.43%
Thyroid receptor binding	+	0.6092	60.92%
Glucocorticoid receptor binding	+	0.8234	82.34%
Aromatase binding	+	0.7122	71.22%
PPAR gamma	+	0.8166	81.66%
Honey bee toxicity	-	0.7154	71.54%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9908	99.08%

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	99.95%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.33%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	96.89%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.38%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.04%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.31%	89.34%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.50%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	91.16%	94.73%
CHEMBL3038469	P24941	CDK2/Cyclin A	89.41%	91.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.30%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.65%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.29%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.50%	97.09%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	84.45%	80.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.11%	94.75%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.98%	85.30%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.56%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.29%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.28%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.49%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.29%	94.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.91%	96.90%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.69%	85.11%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.43%	92.62%

Plants that contains it

• Artocarpus altilis
• Artocarpus elasticus

Cross-Links

• PubChem: 162905892
• LOTUS: LTS0022677
• wikiData: Q105010408