Portulene - Compound Card

Portulene

Select a section from the left sidebar

Portulene

Family: Plantae - Portulacacea
Kingdom: Plantae
Class: Terpenoid
- Subclass: Diterpene

Canonical Smiles	OC/C=C(/CC[C@@]12CO[C@]3([C@@H]2CCC=C(C3)C)[C@H](C[C@H]1C)O)\CO
InChI	InChI=1S/C20H32O4/c1-14-4-3-5-17-19(8-6-16(12-22)7-9-21)13-24-20(17,11-14)18(23)10-15(19)2/h4,7,15,17-18,21-23H,3,5-6,8-13H2,1-2H3/b16-7-/t15-,17-,18+,19-,20-/m1/s1
InChIKey	JRXVBCYCCXXJHE-IXHPFPMNSA-N
Formula	C₂₀H₃₂O₄
HBA	4
HBD	3
MW	336.47
Rotatable Bonds	5
TPSA	69.92
LogP	2.58
Number Rings	3
Number Aromatic Rings	0
Heavy Atom Count	24
Formal Charge	0
Fraction CSP3	0.8
Exact Mass	336.23
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Portulaca oleracea	Portulacacea	Plantae	46147

Showing of synonyms

Elkhayat E.S, Ibrahim S.R, et al. (2008). Portulene, a new diterpene from Portulaca oleracea L. Journal of Asian natural products research,2008, 10(11-12), 1039-43. [View] [PubMed]

Pubchem: 46902093

Nmrshiftdb2: 70098987

No compound-protein relationship available.

SMILES: C1CCC(CO2)C(C123)CCC=CC3

Level: 0

Mol. Weight: 336.47 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.84
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.51
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.72

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.82
Plasma Protein Binding: 51.79
Steady State Volume of Distribution: -

Metabolism

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

Excretion

Clearance: 10.27
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 418.53
Hydration Free Energy: -9.1
Log(D) at pH=7.4: 1.94
Log(P): 2.62
Log S: -3.12
Log(Vapor Pressure): -7.69
Melting Point: 120.11
pKa Acid: 10.48
pKa Basic: 7.22

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.9337
11-beta-hydroxysteroid dehydrogenase 1	P50172	DHI1_MOUSE	Mus musculus	3	0.8819
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.8051
Sulfotransferase 2B1	O00204	ST2B1_HUMAN	Homo sapiens	2	0.8011
Integrin alpha-L	P20701	ITAL_HUMAN	Homo sapiens	3	0.7929
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7603
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7583
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7478
Neocarzinostatin	P0A3R9	NCZS_STRCZ	Streptomyces carzinostaticus	3	0.7461
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7288
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7270
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7268
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	3	0.7240
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7230
Abscisic acid receptor PYL3	Q9SSM7	PYL3_ARATH	Arabidopsis thaliana	2	0.7161
NPC intracellular cholesterol transporter 1	O15118	NPC1_HUMAN	Homo sapiens	2	0.7152
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.7131
Abscisic acid receptor PYL2	O80992	PYL2_ARATH	Arabidopsis thaliana	2	0.7048
Enoyl-[acyl-carrier-protein] reductase [NADH]	P9WGR1	INHA_MYCTU	Mycobacterium tuberculosis	2	0.7032