ANPDB

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Sphaeropsidin A

Canonical Smiles	C=C[C@@]1(C)CC[C@]2(C(=C1)C(=O)[C@@]1([C@@H]3[C@@]2(CCCC3(C)C)C(=O)O1)O)O
InChI	InChI=1S/C20H26O5/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/h5,11,14,23-24H,1,6-10H2,2-4H3/t14-,17-,18-,19+,20+/m0/s1
InChIKey	FEKFUWWVNCCROX-SQWSIXGCSA-N
Formula	C₂₀H₂₆O₅
HBA	5
HBD	2
MW	346.42
Rotatable Bonds	1
TPSA	83.83
LogP	2.27
Number Rings	4
Number Aromatic Rings	0
Heavy Atom Count	25
Formal Charge	0
Fraction CSP3	0.7
Exact Mass	346.18
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Diplodia quercivora	Botryosphaeriaceae	Fungi	1281306
2	Sphaeropsis sapinea	Cypress	Fungi	66738

Showing of synonyms

Andolfi A, Maddau L, et al. (2014). Diplopimarane, a 20-nor-ent-pimarane produced by the oak pathogen Diplodia quercivora. Journal of Natural Products,2014,77(6),2352-2360. [View] [PubMed]
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]

Chebi: 69494

Nmrshiftdb2: 70010212

Metabolights: MTBLC69494

CPRiL: 111626

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

Level: 0

Mol. Weight: 346.42 g/mol

Antifungal

Antimicrobial

Phytotoxicity

Zootoxic

Absorption

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	0.7284
Nuclear receptor subfamily 1 group I member 2	O75469	NR1I2_HUMAN	Homo sapiens	3	0.7284