(1S,2S,13S,15R)-15-[(Z)-4,4-dimethoxy-3-methylbut-2-enyl]-7-[(2E)-3,7-dimethylocta-2,6-dienyl]-6,8-dihydroxy-17,17-dimethyl-5-(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

Details

• Internal ID: 4d417978-396c-4855-b3c9-59986d799379
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (1S,2S,13S,15R)-15-[(Z)-4,4-dimethoxy-3-methylbut-2-enyl]-7-[(2E)-3,7-dimethylocta-2,6-dienyl]-6,8-dihydroxy-17,17-dimethyl-5-(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(=CCCC(=CCC1=C(C(=C2C(=C1O)C(=O)C3=CC4CC5C3(O2)C(C4=O)(OC5(C)C)CC=C(C)C(OC)OC)CC=C(C)C)O)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC1=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(OC)OC)CC=C(C)C)O)/C)C
• InChI: InChI=1S/C40H52O8/c1-22(2)12-11-13-24(5)15-17-27-32(41)28(16-14-23(3)4)35-31(33(27)42)34(43)29-20-26-21-30-38(7,8)48-39(36(26)44,40(29,30)47-35)19-18-25(6)37(45-9)46-10/h12,14-15,18,20,26,30,37,41-42H,11,13,16-17,19,21H2,1-10H3/b24-15+,25-18-/t26-,30+,39+,40-/m1/s1
• InChI Key: GGGKTEHQXPLSER-VNNBHQEGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₂O₈
• Molecular Weight: 660.80 g/mol
• Exact Mass: 660.36621861 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 7.80
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9809	98.09%
Caco-2	-	0.7971	79.71%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7535	75.35%
OATP2B1 inhibitior	-	0.5673	56.73%
OATP1B1 inhibitior	+	0.7569	75.69%
OATP1B3 inhibitior	-	0.4437	44.37%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9949	99.49%
P-glycoprotein inhibitior	+	0.8430	84.30%
P-glycoprotein substrate	+	0.5820	58.20%
CYP3A4 substrate	+	0.7077	70.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8495	84.95%
CYP3A4 inhibition	-	0.6680	66.80%
CYP2C9 inhibition	-	0.6016	60.16%
CYP2C19 inhibition	-	0.7174	71.74%
CYP2D6 inhibition	-	0.8962	89.62%
CYP1A2 inhibition	-	0.6391	63.91%
CYP2C8 inhibition	+	0.6942	69.42%
CYP inhibitory promiscuity	-	0.7350	73.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5387	53.87%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8984	89.84%
Skin irritation	-	0.7044	70.44%
Skin corrosion	-	0.9292	92.92%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5242	52.42%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.6823	68.23%
skin sensitisation	-	0.8395	83.95%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6527	65.27%
Acute Oral Toxicity (c)	I	0.4052	40.52%
Estrogen receptor binding	+	0.8157	81.57%
Androgen receptor binding	+	0.7649	76.49%
Thyroid receptor binding	+	0.6308	63.08%
Glucocorticoid receptor binding	+	0.8607	86.07%
Aromatase binding	+	0.7623	76.23%
PPAR gamma	+	0.7312	73.12%
Honey bee toxicity	-	0.5609	56.09%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9961	99.61%

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	99.74%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.39%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.48%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.45%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.77%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.58%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	90.50%	94.73%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	90.37%	92.68%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.20%	97.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.77%	99.23%
CHEMBL284	P27487	Dipeptidyl peptidase IV	87.13%	95.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.91%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.62%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.50%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.81%	100.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.15%	85.30%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.80%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.61%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.00%	91.19%

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: 10532388
• NPASS: NPC114031
• LOTUS: LTS0219678
• wikiData: Q105008031