(E)-4-[(1S,2S,13S,15R)-6,8-dihydroxy-17,17-dimethyl-5,7-bis(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-enoic acid

Details

• Internal ID: f11bf54f-c822-4de9-8d3b-f4c19e60c53d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (E)-4-[(1S,2S,13S,15R)-6,8-dihydroxy-17,17-dimethyl-5,7-bis(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-enoic acid
• SMILES (Canonical): CC(=CCC1=C(C(=C2C(=C1O)C(=O)C3=CC4CC5C3(O2)C(C4=O)(OC5(C)C)CC=C(C)C(=O)O)CC=C(C)C)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=C2C(=C1O)C(=O)C3=C[C@@H]4C[C@@H]5[C@@]3(O2)[C@](C4=O)(OC5(C)C)C/C=C(\C)/C(=O)O)CC=C(C)C)O)C
• InChI: InChI=1S/C33H38O8/c1-16(2)8-10-20-25(34)21(11-9-17(3)4)28-24(26(20)35)27(36)22-14-19-15-23-31(6,7)41-32(29(19)37,33(22,23)40-28)13-12-18(5)30(38)39/h8-9,12,14,19,23,34-35H,10-11,13,15H2,1-7H3,(H,38,39)/b18-12+/t19-,23+,32+,33-/m1/s1
• InChI Key: AGLFUQQNMWKHEY-SAWBTQAISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₈O₈
• Molecular Weight: 562.60 g/mol
• Exact Mass: 562.25666817 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.54
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9720	97.20%
Caco-2	-	0.7503	75.03%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7011	70.11%
OATP2B1 inhibitior	-	0.7132	71.32%
OATP1B1 inhibitior	-	0.3189	31.89%
OATP1B3 inhibitior	-	0.2393	23.93%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9931	99.31%
P-glycoprotein inhibitior	+	0.7804	78.04%
P-glycoprotein substrate	-	0.5757	57.57%
CYP3A4 substrate	+	0.6657	66.57%
CYP2C9 substrate	+	0.6017	60.17%
CYP2D6 substrate	-	0.8673	86.73%
CYP3A4 inhibition	-	0.8485	84.85%
CYP2C9 inhibition	+	0.5318	53.18%
CYP2C19 inhibition	-	0.6441	64.41%
CYP2D6 inhibition	-	0.8855	88.55%
CYP1A2 inhibition	-	0.6581	65.81%
CYP2C8 inhibition	+	0.6969	69.69%
CYP inhibitory promiscuity	-	0.6016	60.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4924	49.24%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8503	85.03%
Skin irritation	-	0.6494	64.94%
Skin corrosion	-	0.9089	90.89%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5481	54.81%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7685	76.85%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8309	83.09%
Acute Oral Toxicity (c)	I	0.4190	41.90%
Estrogen receptor binding	+	0.8337	83.37%
Androgen receptor binding	+	0.7656	76.56%
Thyroid receptor binding	+	0.6213	62.13%
Glucocorticoid receptor binding	+	0.8340	83.40%
Aromatase binding	+	0.7811	78.11%
PPAR gamma	+	0.7332	73.32%
Honey bee toxicity	-	0.7502	75.02%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9936	99.36%

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	99.51%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.84%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.65%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.32%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.76%	99.23%
CHEMBL284	P27487	Dipeptidyl peptidase IV	87.63%	95.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.63%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.60%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	87.12%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.50%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	85.40%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.93%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.56%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.53%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.25%	96.90%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.92%	100.00%

Plants that contains it

• Callitriche stagnalis
• Croton discolor
• Eclipta prostrata
• Fragaria chiloensis
• Garcinia hanburyi
• Garcinia lateriflora
• Hemionitis glauca
• Millettia extensa
• Rhizomnium pseudopunctatum
• Ruscus hypoglossum
• Salix babylonica
• Scrophularia glabrata
• Toxicodendron radicans
• Vernonanthura discolor
• Wrightia coccinea

Cross-Links

• PubChem: 46867195
• NPASS: NPC251641
• LOTUS: LTS0142859
• wikiData: Q104911864