(11S)-6,7,15-trihydroxy-19,19-dimethyl-22-(3-methylbut-2-enyl)-11-(2-methylprop-1-enyl)-2,10,20-trioxapentacyclo[12.8.0.03,12.04,9.016,21]docosa-1(14),3(12),4,6,8,15,17,21-octaen-13-one

Details

• Internal ID: 6026b784-c2d0-48dd-9395-6a88d0ecb9e5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: (11S)-6,7,15-trihydroxy-19,19-dimethyl-22-(3-methylbut-2-enyl)-11-(2-methylprop-1-enyl)-2,10,20-trioxapentacyclo[12.8.0.03,12.04,9.016,21]docosa-1(14),3(12),4,6,8,15,17,21-octaen-13-one
• SMILES (Canonical): CC(=CCC1=C2C(=C(C3=C1OC4=C(C3=O)C(OC5=CC(=C(C=C54)O)O)C=C(C)C)O)C=CC(O2)(C)C)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C3=C1OC4=C(C3=O)[C@@H](OC5=CC(=C(C=C54)O)O)C=C(C)C)O)C=CC(O2)(C)C)C
• InChI: InChI=1S/C30H30O7/c1-14(2)7-8-17-27-16(9-10-30(5,6)37-27)25(33)24-26(34)23-22(11-15(3)4)35-21-13-20(32)19(31)12-18(21)29(23)36-28(17)24/h7,9-13,22,31-33H,8H2,1-6H3/t22-/m0/s1
• InChI Key: ZZPIXEJZTXAVCX-QFIPXVFZSA-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: 6.80
• Atomic LogP (AlogP): 6.67
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9825	98.25%
Caco-2	-	0.7019	70.19%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7105	71.05%
OATP2B1 inhibitior	-	0.7143	71.43%
OATP1B1 inhibitior	+	0.8572	85.72%
OATP1B3 inhibitior	+	0.9756	97.56%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9151	91.51%
P-glycoprotein inhibitior	+	0.7699	76.99%
P-glycoprotein substrate	+	0.6040	60.40%
CYP3A4 substrate	+	0.6619	66.19%
CYP2C9 substrate	-	0.6077	60.77%
CYP2D6 substrate	-	0.8218	82.18%
CYP3A4 inhibition	-	0.8853	88.53%
CYP2C9 inhibition	+	0.7191	71.91%
CYP2C19 inhibition	+	0.7915	79.15%
CYP2D6 inhibition	-	0.8348	83.48%
CYP1A2 inhibition	-	0.6240	62.40%
CYP2C8 inhibition	+	0.5378	53.78%
CYP inhibitory promiscuity	+	0.6385	63.85%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6532	65.32%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.7062	70.62%
Skin irritation	-	0.6853	68.53%
Skin corrosion	-	0.9164	91.64%
Ames mutagenesis	+	0.5146	51.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.6869	68.69%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.6464	64.64%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7047	70.47%
Acute Oral Toxicity (c)	III	0.7161	71.61%
Estrogen receptor binding	+	0.9031	90.31%
Androgen receptor binding	+	0.7708	77.08%
Thyroid receptor binding	+	0.6730	67.30%
Glucocorticoid receptor binding	+	0.8680	86.80%
Aromatase binding	+	0.7181	71.81%
PPAR gamma	+	0.8222	82.22%
Honey bee toxicity	-	0.6272	62.72%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9909	99.09%

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	99.81%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.55%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.86%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.51%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.25%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.83%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.29%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.69%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.79%	99.23%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.67%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.37%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.08%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.24%	100.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.04%	94.42%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.84%	85.30%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.80%	94.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.21%	96.90%

Plants that contains it

• Artocarpus heterophyllus
• Artocarpus integer
• Artocarpus lowii

Cross-Links

• PubChem: 92441456
• LOTUS: LTS0004770
• wikiData: Q105386966