Sphaeropsidin B - Compound Card

Sphaeropsidin B

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Sphaeropsidin B

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

Canonical Smiles	C=C[C@@]1(C)CC[C@]2(C(=C1)[C@@H](O)[C@@]1([C@@H]3[C@@]2(CCCC3(C)C)C(=O)O1)O)O
InChI	InChI=1S/C20H28O5/c1-5-17(4)9-10-19(23)12(11-17)13(21)20(24)14-16(2,3)7-6-8-18(14,19)15(22)25-20/h5,11,13-14,21,23-24H,1,6-10H2,2-4H3/t13-,14+,17+,18+,19-,20-/m1/s1
InChIKey	XJXDJAQAAAVDCT-RHOFUAETSA-N
Formula	C₂₀H₂₈O₅
HBA	5
HBD	3
MW	348.44
Rotatable Bonds	1
TPSA	86.99
LogP	2.06
Number Rings	4
Number Aromatic Rings	0
Heavy Atom Count	25
Formal Charge	0
Fraction CSP3	0.75
Exact Mass	348.19
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: 57396736

Cas: 39022-38-3

Zinc: ZINC000073224419

Chebi: 69101

Nmrshiftdb2: 70011321

Metabolights: MTBLC69101

Chembl: CHEMBL1934131

No compound-protein relationship available.

SMILES: C1CCCC(C123)C(OC2=O)CC=4C3CCCC4

Level: 0

Mol. Weight: 348.44 g/mol

Antimicrobial

Absorption

Caco-2 (logPapp): -4.45
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.6
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.4

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.67
Plasma Protein Binding: 63.25
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: 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: Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 2.11
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 368.25
Hydration Free Energy: -8.81
Log(D) at pH=7.4: 2.42
Log(P): 3.06
Log S: -3.59
Log(Vapor Pressure): -8.25
Melting Point: 171.52
pKa Acid: 5.64
pKa Basic: 5.1

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nuclear receptor subfamily 1 group I member 2	O75469	NR1I2_HUMAN	Homo sapiens	3	0.7344
Nuclear receptor subfamily 1 group I member 2	O75469	NR1I2_HUMAN	Homo sapiens	3	0.7344