Sphaeropsidin E - Compound Card

Sphaeropsidin E

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Sphaeropsidin E

Family: Fungi - Cypress
Kingdom: Fungi
Class: Terpenoid
- Subclass: Diterpenoid

Canonical Smiles	C=C[C@@]1(C)C[C@H](O)C2=C(C1)[C@H](O)C[C@@H]1[C@]2(C)CCCC1(C)C
InChI	InChI=1S/C20H32O2/c1-6-19(4)11-13-14(21)10-16-18(2,3)8-7-9-20(16,5)17(13)15(22)12-19/h6,14-16,21-22H,1,7-12H2,2-5H3/t14-,15+,16+,19-,20+/m1/s1
InChIKey	CVEPYMRHNKKURK-GTXWJXBTSA-N
Formula	C₂₀H₃₂O₂
HBA	2
HBD	2
MW	304.47
Rotatable Bonds	1
TPSA	40.46
LogP	4.23
Number Rings	3
Number Aromatic Rings	0
Heavy Atom Count	22
Formal Charge	0
Fraction CSP3	0.8
Exact Mass	304.24
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Sphaeropsis sapinea	Cypress	Fungi	66738

Showing of synonyms

Evidentea A, Sparapano L, et al. (2002). Sphaeropsidins D and E, two other pimarane diterpenes produced in vitro by the plant pathogenic fungus Sphaeropsis sapinea f. sp. cupressi. Phytochemistry,2002,59,817-823. [View] [PubMed]

Pubchem: 102572826

Nmrshiftdb2: 70011324

No compound-protein relationship available.

SMILES: C1CCCC(=C12)CCC3C2CCCC3

Level: 0

Mol. Weight: 304.47 g/mol

Antimicrobial

Absorption

Caco-2 (logPapp): -4.6
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.23
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): 0.88
Plasma Protein Binding: 60.07
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: Substrate
CYP 2C9 Inhibitor: Non-Inhibitor
CYP 2C9 Substrate: Non-Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Substrate
CYP 3A4 Inhibitor: Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 15.6
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 353.37
Hydration Free Energy: -5.28
Log(D) at pH=7.4: 3.61
Log(P): 4.94
Log S: -4.46
Log(Vapor Pressure): -5.84
Melting Point: 138.59
pKa Acid: 11.06
pKa Basic: 7.81

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Corticosteroid-binding globulin	P08185	CBG_HUMAN	Homo sapiens	3	0.8180
Corticosteroid-binding globulin	P08185	CBG_HUMAN	Homo sapiens	3	0.8180
Nuclear receptor subfamily 1 group I member 2	O75469	NR1I2_HUMAN	Homo sapiens	3	0.7909
Nuclear receptor subfamily 1 group I member 2	O75469	NR1I2_HUMAN	Homo sapiens	3	0.7909
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.7733
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.7733
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.7638
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.7638
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	2	0.7275
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	2	0.7275
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7250
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7250
Retinol dehydratase	Q26490	Q26490_SPOFR	Spodoptera frugiperda	3	0.7187
Retinol dehydratase	Q26490	Q26490_SPOFR	Spodoptera frugiperda	3	0.7187
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	3	0.7085
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	3	0.7085
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7021
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7021