(E)-4-[(2S,13S)-7-[(2E)-3,7-dimethylocta-2,6-dienyl]-6,8-dihydroxy-17,17-dimethyl-5-(3-methylbut-2-enyl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.02,11.02,15.04,9]octadeca-4,6,8,11-tetraen-15-yl]-2-methylbut-2-enal

Details

• Internal ID: b56d9515-bd06-4f14-a455-81a3eebd46b3
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (E)-4-[(2S,13S)-7-[(2E)-3,7-dimethylocta-2,6-dienyl]-6,8-dihydroxy-17,17-dimethyl-5-(3-methylbut-2-enyl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.02,11.02,15.04,9]octadeca-4,6,8,11-tetraen-15-yl]-2-methylbut-2-enal
• SMILES (Canonical): CC(=CCCC(=CCC1=C(C(=C2C(=C1O)C(=O)C3=CC4CC5C3(O2)C(C4=O)(OC5(C)C)CC=C(C)C=O)CC=C(C)C)O)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC1=C(C(=C2C(=C1O)C(=O)C3=C[C@@H]4CC5[C@@]3(O2)C(C4=O)(OC5(C)C)C/C=C(\C)/C=O)CC=C(C)C)O)/C)C
• InChI: InChI=1S/C38H46O7/c1-21(2)10-9-11-23(5)13-15-26-31(40)27(14-12-22(3)4)34-30(32(26)41)33(42)28-18-25-19-29-36(7,8)45-37(35(25)43,38(28,29)44-34)17-16-24(6)20-39/h10,12-13,16,18,20,25,29,40-41H,9,11,14-15,17,19H2,1-8H3/b23-13+,24-16+/t25-,29?,37?,38-/m1/s1
• InChI Key: KYPSMUUXSFJTAR-ZSZGXTAGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₆O₇
• Molecular Weight: 614.80 g/mol
• Exact Mass: 614.32435380 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 7.80
• Atomic LogP (AlogP): 7.38
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9884	98.84%
Caco-2	-	0.7968	79.68%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7796	77.96%
OATP2B1 inhibitior	+	0.5685	56.85%
OATP1B1 inhibitior	+	0.7454	74.54%
OATP1B3 inhibitior	-	0.2132	21.32%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6064	60.64%
BSEP inhibitior	+	0.9971	99.71%
P-glycoprotein inhibitior	+	0.8514	85.14%
P-glycoprotein substrate	+	0.5700	57.00%
CYP3A4 substrate	+	0.6981	69.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8357	83.57%
CYP3A4 inhibition	-	0.7104	71.04%
CYP2C9 inhibition	-	0.6081	60.81%
CYP2C19 inhibition	-	0.7690	76.90%
CYP2D6 inhibition	-	0.8998	89.98%
CYP1A2 inhibition	-	0.5093	50.93%
CYP2C8 inhibition	+	0.6962	69.62%
CYP inhibitory promiscuity	-	0.6794	67.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5796	57.96%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.8944	89.44%
Skin irritation	-	0.6524	65.24%
Skin corrosion	-	0.9164	91.64%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3758	37.58%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8050	80.50%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7411	74.11%
Acute Oral Toxicity (c)	III	0.3657	36.57%
Estrogen receptor binding	+	0.8006	80.06%
Androgen receptor binding	+	0.7565	75.65%
Thyroid receptor binding	+	0.6543	65.43%
Glucocorticoid receptor binding	+	0.8442	84.42%
Aromatase binding	+	0.7278	72.78%
PPAR gamma	+	0.7116	71.16%
Honey bee toxicity	-	0.6482	64.82%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9960	99.60%

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	99.62%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.81%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.70%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.62%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.84%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.12%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.53%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.43%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.91%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.50%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.37%	95.89%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.67%	92.68%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.18%	96.90%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.41%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.40%	89.34%

Plants that contains it

• Garcinia hanburyi

Cross-Links

• PubChem: 102004810
• NPASS: NPC186121
• LOTUS: LTS0056456
• wikiData: Q104400277