Deoxygaudichaudione A

Details

• Internal ID: 9434fb80-b074-42a3-830b-4df8ccd570c5
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (1S,2S,13S,15R)-6,8-dihydroxy-17,17-dimethyl-5,7,15-tris(3-methylbut-2-enyl)-3,16-dioxapentacyclo[11.4.1.02,11.02,15.04,9]octadeca-4,6,8,11-tetraene-10,14-dione
• SMILES (Canonical): CC(=CCC1=C(C(=C2C(=C1O)C(=O)C3=CC4CC5C3(O2)C(C4=O)(OC5(C)C)CC=C(C)C)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)CC=C(C)C)CC=C(C)C)O)C
• InChI: InChI=1S/C33H40O6/c1-17(2)9-11-21-26(34)22(12-10-18(3)4)29-25(27(21)35)28(36)23-15-20-16-24-31(7,8)39-32(30(20)37,14-13-19(5)6)33(23,24)38-29/h9-10,13,15,20,24,34-35H,11-12,14,16H2,1-8H3/t20-,24+,32+,33-/m1/s1
• InChI Key: RSEDLTQQPIAJFA-MVCZHFERSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₀O₆
• Molecular Weight: 532.70 g/mol
• Exact Mass: 532.28248899 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 6.48
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	-	0.6706	67.06%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7131	71.31%
OATP2B1 inhibitior	-	0.7153	71.53%
OATP1B1 inhibitior	+	0.7493	74.93%
OATP1B3 inhibitior	+	0.8588	85.88%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9919	99.19%
P-glycoprotein inhibitior	+	0.7793	77.93%
P-glycoprotein substrate	-	0.5664	56.64%
CYP3A4 substrate	+	0.6586	65.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8338	83.38%
CYP3A4 inhibition	-	0.8232	82.32%
CYP2C9 inhibition	+	0.5921	59.21%
CYP2C19 inhibition	-	0.6074	60.74%
CYP2D6 inhibition	-	0.8783	87.83%
CYP1A2 inhibition	-	0.5671	56.71%
CYP2C8 inhibition	+	0.6324	63.24%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5623	56.23%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.8121	81.21%
Skin irritation	-	0.6777	67.77%
Skin corrosion	-	0.9058	90.58%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4620	46.20%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.6573	65.73%
skin sensitisation	-	0.7293	72.93%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.5934	59.34%
Acute Oral Toxicity (c)	III	0.3899	38.99%
Estrogen receptor binding	+	0.8513	85.13%
Androgen receptor binding	+	0.7586	75.86%
Thyroid receptor binding	+	0.6385	63.85%
Glucocorticoid receptor binding	+	0.8299	82.99%
Aromatase binding	+	0.7961	79.61%
PPAR gamma	+	0.7691	76.91%
Honey bee toxicity	-	0.6779	67.79%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9880	98.80%

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	99.44%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.42%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.87%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.86%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	90.28%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.38%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.20%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.16%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.33%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.84%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.07%	95.56%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.89%	91.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.56%	86.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.97%	96.90%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.54%	89.34%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.43%	95.89%

Plants that contains it

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

Cross-Links

• PubChem: 101389904
• NPASS: NPC188727
• LOTUS: LTS0165446
• wikiData: Q105244586