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Allanxanthone E

Family: Plantae - Guttiferae
Kingdom: Plantae
Class: Xanthone

Canonical Smiles	COc1c(O)cc2c(c1CC=C(C)C)c(=O)c1c(o2)cc2c(c1O)CC(C(O2)(C)C)O
InChI	InChI=1S/C24H26O7/c1-11(2)6-7-12-19-16(9-14(25)23(12)29-5)30-17-10-15-13(21(27)20(17)22(19)28)8-18(26)24(3,4)31-15/h6,9-10,18,25-27H,7-8H2,1-5H3
InChIKey	KCMPFWGUVNEDHW-UHFFFAOYSA-N
Formula	C₂₄H₂₆O₇
HBA	7
HBD	3
MW	426.47
Rotatable Bonds	3
TPSA	109.36
LogP	3.95
Number Rings	4
Number Aromatic Rings	3
Heavy Atom Count	31
Formal Charge	0
Fraction CSP3	0.38
Exact Mass	426.17
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Allanblackia monticola	Guttiferae	Plantae	1508190

Showing of synonyms

Menasria F, Azebaze AG, et al. (2008). Apoptotic effects on B-cell chronic lymphocytic leukemia (B-CLL) cells of heterocyclic compounds isolated from Guttiferaes.. Leukemia research,2008, 32(12), 1914-1926. [View] [PubMed]

Pubchem: 10048103

Cas: 184587-72-2

Nmrshiftdb2: 70017048

Chembl: CHEMBL1224250

Bindingdb: 50325676

CPRiL: 90154

SMILES: O1CCCc(c2)c1cc(c23)oc4c(c3=O)cccc4

Level: 0

Mol. Weight: 426.47 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.3
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.860
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -0.81

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 1.190
Plasma Protein Binding: 55.23
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Inhibitor
CYP 1A2 Inhibitor: Inhibitor
CYP 1A2 Substrate: Non-Substrate
CYP 2C19 Inhibitor: Inhibitor
CYP 2C19 Substrate: Non-Substrate
CYP 2C9 Inhibitor: Inhibitor
CYP 2C9 Substrate: Substrate
CYP 2D6 Inhibitor: Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 6.540
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 1.390
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.690
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.930
Micronucleos: Toxic
NR-AhR: Toxic
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Toxic
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -29.470
Rat (Acute): 2.360
Rat (Chronic Oral): 2.890
Fathead Minnow: 5.420
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Toxic

General Properties

Boiling Point: 501.610
Hydration Free Energy: -5.280
Log(D) at pH=7.4: 2.560
Log(P): 5.32
Log S: -5.1
Log(Vapor Pressure): -9.18
Melting Point: 209.78
pKa Acid: 7.3
pKa Basic: 6.36

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.9150
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.9098
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8696
NADPH-dependent oxidoreductase 2-alkenal reductase	Q39172	AER_ARATH	Arabidopsis thaliana	3	0.8688
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	4	0.8474
3'-5' exoribonuclease Rv2179c	P9WJ73	EXRBN_MYCTU	Mycobacterium tuberculosis	3	0.8398
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	3	0.8368
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.8338
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	3	0.8277
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.8212
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8007
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7940
Sulfotransferase 2B1	O00204	ST2B1_HUMAN	Homo sapiens	3	0.7921
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7912
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	3	0.7859
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7845
Retinol-binding protein 1	P02696	RET1_RAT	Rattus norvegicus	3	0.7770
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	4	0.7703
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7637
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7562
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	3	0.7557
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	3	0.7500
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7455
Adenylate cyclase type 5	P30803	ADCY5_CANLF	Canis lupus familiaris	4	0.7429
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7384
Adenylate cyclase type 5	P30803	ADCY5_CANLF	Canis lupus familiaris	4	0.7356
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7270
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7266
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7261
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7238
Tyrosine-protein kinase SYK	P43405	KSYK_HUMAN	Homo sapiens	3	0.7211
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7202
Lactoperoxidase	A0A452E9Y6	PERL_CAPHI	Capra hircus	3	0.7174
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7134
Vitamin D-binding protein	P02774	VTDB_HUMAN	Homo sapiens	2	0.7053
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.7046
CREB-binding protein	Q92793	CBP_HUMAN	Homo sapiens	3	0.7043
Cholesterol side-chain cleavage enzyme, mitochondrial	P05108	CP11A_HUMAN	Homo sapiens	3	0.7035
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	2	0.7027
NAD(P)H dehydrogenase (quinone)	Q9I509	NQOR_PSEAE	Pseudomonas aeruginosa	5	0.7026
Gag-Pol polyprotein	P05896	POL_SIVM1	Simian immunodeficiency virus	3	0.7013

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