3,5,7-trihydroxy-carvotacetone - Compound Card

3,5,7-trihydroxy-carvotacetone

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3,5,7-trihydroxy-carvotacetone

Family: Plantae - Asteraceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Carvotacetone Derivative

Canonical Smiles	OCC1=C[C@@H](O)C([C@@H](C1=O)O)C(C)C
InChI	InChI=1S/C10H16O4/c1-5(2)8-7(12)3-6(4-11)9(13)10(8)14/h3,5,7-8,10-12,14H,4H2,1-2H3/t7-,8?,10+/m1/s1
InChIKey	HPZJQYJGKPNSIZ-SHTILUHOSA-N
Formula	C₁₀H₁₆O₄
HBA	4
HBD	3
MW	200.23
Rotatable Bonds	2
TPSA	77.76
LogP	-0.52
Number Rings	1
Number Aromatic Rings	0
Heavy Atom Count	14
Formal Charge	0
Fraction CSP3	0.7
Exact Mass	200.1
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Sphaeranthus bullatus	Asteraceae	Plantae	1548657

Showing of synonyms

Machumi F, Yenesew A, et al. (2012). Antiparasitic and anticancer carvotacetone derivatives of Sphaeranthus bullatus. Natural Product Communications,2012,7(9),1123-1126. [View] [PubMed]

No compound-protein relationship available.

SMILES: O=C1C=CCCC1

Level: 0

Mol. Weight: 200.23 g/mol

Anti-leishmanial

Anti-plasmodial

Anticancer

Absorption

Caco-2 (logPapp): -4.93
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -3.8
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.72

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.34
Plasma Protein Binding: 23.75
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: 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: 3.39
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 319.11
Hydration Free Energy: -17.55
Log(D) at pH=7.4: -0.35
Log(P): -0.41
Log S: -0.67
Log(Vapor Pressure): -6.41
Melting Point: 138.14
pKa Acid: 7.29
pKa Basic: 5.62

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.9015
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.9015
Trichothecene 15-O-acetyltransferase TRI3	Q9C1B7	TRI3_FUSSP	Fusarium sporotrichioides	3	0.7997
Trichothecene 15-O-acetyltransferase TRI3	Q9C1B7	TRI3_FUSSP	Fusarium sporotrichioides	3	0.7997
Quorum-sensing transcriptional activator	Q8XBD0	Q8XBD0_ECO57	Escherichia coli O157:H7	3	0.7623
Quorum-sensing transcriptional activator	Q8XBD0	Q8XBD0_ECO57	Escherichia coli O157:H7	3	0.7623
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.7438
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.7438
11-beta-hydroxysteroid dehydrogenase 1	P28845	DHI1_HUMAN	Homo sapiens	3	0.7423
11-beta-hydroxysteroid dehydrogenase 1	P28845	DHI1_HUMAN	Homo sapiens	3	0.7423
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.7164
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.7164
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	3	0.7023
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	3	0.7023