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Turraflorin H

Family: Plantae - Meliaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Tetranortriterpenoid

Canonical Smiles	COC(=O)C[C@@H]1[C@](C)([C@@H](O)CC(=O)C1(C)C)[C@H]1[C@@H](OC(=O)C)[C@H](OC(=O)C)[C@@]2(C(=CC[C@H]2c2cocc2)C1=C)C
InChI	InChI=1S/C31H40O9/c1-16-20-9-10-21(19-11-12-38-15-19)30(20,6)28(40-18(3)33)27(39-17(2)32)26(16)31(7)22(13-25(36)37-8)29(4,5)23(34)14-24(31)35/h9,11-12,15,21-22,24,26-28,35H,1,10,13-14H2,2-8H3/t21-,22-,24-,26+,27+,28-,30+,31+/m0/s1
InChIKey	HJHDXULYGOVTPT-BZSYVMNXSA-N
Formula	C₃₁H₄₀O₉
HBA	9
HBD	1
MW	556.65
Rotatable Bonds	6
TPSA	129.34
LogP	4.29
Number Rings	4
Number Aromatic Rings	1
Heavy Atom Count	40
Formal Charge	0
Fraction CSP3	0.61
Exact Mass	556.27
Number of Lipinski Rule Violations	1

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Turraea floribunda	Meliaceae	Plantae	992802

Showing of synonyms

McFarland K, Mulholland DA, et al. (2004). Limonoids from Turraea floribunda (Meliaceae). Phytochemistry, 2004, 65(14), 2031–2037. [View]

Pubchem: 21579220

Zinc: ZINC000197246658

Nmrshiftdb2: 70055306

No compound-protein relationship available.

SMILES: O=C1CCC(CC1)C(C2=C)CCC(C2=3)C(CC3)c4ccoc4

Level: 2

Mol. Weight: 556.65 g/mol

SMILES: O=C1CCC(CC1)C(C2=C)CCC(C2=3)CCC3

Level: 1

Mol. Weight: 556.65 g/mol

SMILES: C=C1CCCC(C1=2)C(CC2)c3ccoc3

Level: 1

Mol. Weight: 556.65 g/mol

SMILES: C=C1CCCC(C1=2)CCC2

Level: 0

Mol. Weight: 556.65 g/mol

SMILES: O=C1CCCCC1

Level: 0

Mol. Weight: 556.65 g/mol

SMILES: c1ccoc1

Level: 0

Mol. Weight: 556.65 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.72
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.760
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: -1.08

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.910
Plasma Protein Binding: 88.92
Steady State Volume of Distribution: -

Metabolism

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

Excretion

Clearance: 11.880
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 0.060
Biodegradation: Safe
Carcinogenesis: Toxic
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.150
Liver Injury II: Toxic
hERG Blockers: Toxic
Daphnia Maga: 8.090
Micronucleos: Toxic
NR-AhR: Safe
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: -2396.720
Rat (Acute): 4.290
Rat (Chronic Oral): 2.710
Fathead Minnow: 11.030
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 437.620
Hydration Free Energy: -2.880
Log(D) at pH=7.4: 2.980
Log(P): 3.61
Log S: -4.74
Log(Vapor Pressure): -9.21
Melting Point: 173.32
pKa Acid: 7.87
pKa Basic: 2.78

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.9123
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.8686
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	3	0.8578
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	3	0.8326
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	3	0.8223
Beta-2 adrenergic receptor	P07550	ADRB2_HUMAN	Homo sapiens	3	0.8156
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	3	0.8114
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.8101
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	2	0.8006
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7985
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7969
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7953
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	3	0.7848
Glucan 1,3-beta-glucosidase	P29717	EXG1_CANAL	Candida albicans	3	0.7798
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7759
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7750
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	3	0.7737
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.7675
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	4	0.7651
Bifunctional dihydrofolate reductase-thymidylate synthase	P13922	DRTS_PLAFK	Plasmodium falciparum	2	0.7615
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	3	0.7614
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	2	0.7530
cAMP-dependent protein kinase type I-alpha regulatory subunit	P00514	KAP0_BOVIN	Bos taurus	2	0.7488
Bifunctional epoxide hydrolase 2	P34913	HYES_HUMAN	Homo sapiens	2	0.7464
Albumin	P02768	ALBU_HUMAN	Homo sapiens	2	0.7457
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	3	0.7439
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7426
Progesterone receptor	P06401	PRGR_HUMAN	Homo sapiens	3	0.7414
Carbonic anhydrase 1	P00915	CAH1_HUMAN	Homo sapiens	2	0.7219
dTDP-fucosamine acetyltransferase	Q8FBQ3	WECD_ECOL6	Escherichia coli O6:H1	3	0.7180
NADH:flavin oxidoreductase Sye1	Q8EEC8	Q8EEC8_SHEON	Shewanella oneidensis	2	0.7165
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7134
cAMP-dependent protein kinase catalytic subunit alpha	P17612	KAPCA_HUMAN	Homo sapiens	2	0.7086
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial	Q0QF01	SDHA_PIG	Sus scrofa	3	0.7074
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	2	0.7043

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