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Penduliflaworosin

Family: Euphorbiaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Diterpenoid

Canonical Smiles	COC(=O)[C@]1(C)CCCC2=C1CC[C@H]([C@@]12C[C@H](OC1=O)c1cocc1)C
InChI	InChI=1S/C21H26O5/c1-13-6-7-15-16(5-4-9-20(15,2)18(22)24-3)21(13)11-17(26-19(21)23)14-8-10-25-12-14/h8,10,12-13,17H,4-7,9,11H2,1-3H3/t13-,17+,20-,21-/m1/s1
InChIKey	CRSACJNXOSEYLN-GJBMWOIVSA-N
Formula	C₂₁H₂₆O₅
HBA	5
HBD	0
MW	358.43
Rotatable Bonds	2
TPSA	65.74
LogP	4.34
Number Rings	4
Number Aromatic Rings	1
Heavy Atom Count	26
Formal Charge	0
Fraction CSP3	0.62
Exact Mass	358.18
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Croton sylvaticus	Euphorbiaceae	Plantae	992677

Showing of synonyms

Ndunda B, Langat MK, et al. (2015). Diterpenoid derivatives of Kenyan Croton sylvaticus.. Natural Product Communications,2015,10(4),557-558. [View] [PubMed]

Pubchem: 71457894

Cas: 78791-49-8

Zinc: ZINC000095561442

Nmrshiftdb2: 70105630

Chembl: CHEMBL2208216

CPRiL: 164310

SMILES: c1occc1C(C2)OC(=O)C23C4=C(CCC3)CCCC4

Level: 1

Mol. Weight: 272.34 g/mol

SMILES: C1COC(=O)C12C3=C(CCC2)CCCC3

Level: 0

Mol. Weight: 206.28 g/mol

SMILES: c1ccoc1

Level: 0

Mol. Weight: 68.07 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.71
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.920
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.37

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 1.160
Plasma Protein Binding: 55.65
Steady State Volume of Distribution: -

Metabolism

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

Excretion

Clearance: 7.470
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 0.550
Biodegradation: Safe
Carcinogenesis: Toxic
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -0.150
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.290
Micronucleos: Safe
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: -7.530
Rat (Acute): 3.230
Rat (Chronic Oral): 2.190
Fathead Minnow: 4.110
Respiratory Disease: Safe
Skin Sensitisation: Toxic
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 402.680
Hydration Free Energy: -5.080
Log(D) at pH=7.4: 3.300
Log(P): 3.85
Log S: -4.96
Log(Vapor Pressure): -6.87
Melting Point: 151.86
pKa Acid: 9.85
pKa Basic: 6.37

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cytochrome P450	S6BVH1	S6BVH1_RHOER	Rhodococcus erythropolis	3	0.8819
Cytochrome P450	S6BVH1	S6BVH1_RHOER	Rhodococcus erythropolis	3	0.8819
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.8533
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.8533
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7939
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7939
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7904
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7904
Protein LlR18A	P52778	L18A_LUPLU	Lupinus luteus	3	0.7876
Protein LlR18A	P52778	L18A_LUPLU	Lupinus luteus	3	0.7876
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7813
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7813
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7790
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7790
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial	Q33862	Q33862_ASCSU	Ascaris suum	3	0.7711
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial	Q33862	Q33862_ASCSU	Ascaris suum	3	0.7711
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7697
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7697
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7654
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7654
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7594
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7594
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7551
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7551
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7539
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7539
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7520
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7520
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	2	0.7486
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	2	0.7486
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	2	0.7483
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	2	0.7483
Aldo-keto reductase family 1 member C1	Q04828	AK1C1_HUMAN	Homo sapiens	2	0.7475
Aldo-keto reductase family 1 member C1	Q04828	AK1C1_HUMAN	Homo sapiens	2	0.7475
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7404
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7404
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7373
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7373
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7365
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7365
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	2	0.7333
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	2	0.7333
cGMP-dependent 3',5'-cyclic phosphodiesterase	O00408	PDE2A_HUMAN	Homo sapiens	2	0.7287
cGMP-dependent 3',5'-cyclic phosphodiesterase	O00408	PDE2A_HUMAN	Homo sapiens	2	0.7287
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7207
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7207
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7198
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7198
Lethal(3)malignant brain tumor-like protein 1	Q9Y468	LMBL1_HUMAN	Homo sapiens	3	0.7161
Lethal(3)malignant brain tumor-like protein 1	Q9Y468	LMBL1_HUMAN	Homo sapiens	3	0.7161
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial	Q0QF01	SDHA_PIG	Sus scrofa	3	0.7156
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial	Q0QF01	SDHA_PIG	Sus scrofa	3	0.7156
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	2	0.7143
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	2	0.7143
2-phospho-L-lactate transferase	Q8PVT6	COFD_METMA	Methanosarcina mazei	2	0.7067
2-phospho-L-lactate transferase	Q8PVT6	COFD_METMA	Methanosarcina mazei	2	0.7067
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7057
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7057
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	2	0.7055
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	2	0.7055
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	2	0.7051
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	2	0.7051
L-lactate dehydrogenase A chain	P04642	LDHA_RAT	Rattus norvegicus	2	0.7048
L-lactate dehydrogenase A chain	P04642	LDHA_RAT	Rattus norvegicus	2	0.7048
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	2	0.7043
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	2	0.7043
TamL	D3Y1I2	D3Y1I2_9ACTN	Streptomyces sp. 307-9	2	0.7032
TamL	D3Y1I2	D3Y1I2_9ACTN	Streptomyces sp. 307-9	2	0.7032
Sulfotransferase 2B1	O00204	ST2B1_HUMAN	Homo sapiens	2	0.7028
Sulfotransferase 2B1	O00204	ST2B1_HUMAN	Homo sapiens	2	0.7028
Carbonic anhydrase 1	P00915	CAH1_HUMAN	Homo sapiens	2	0.7019
Carbonic anhydrase 1	P00915	CAH1_HUMAN	Homo sapiens	2	0.7019
ABC-type polar amino acid transport system, ATPase component	Q8RCC2	Q8RCC2_CALS4	Caldanaerobacter subterraneus subsp. tengcongensis	2	0.7015
ABC-type polar amino acid transport system, ATPase component	Q8RCC2	Q8RCC2_CALS4	Caldanaerobacter subterraneus subsp. tengcongensis	2	0.7015

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