(4aR,5S,8aR)-5-hydroxy-8a-(hydroxymethyl)-3-methoxy-5,8-dihydro-4aH-naphthalene-1,4-dione

C12H14O5 — CID 15525817

IUPAC(4aR,5S,8aR)-5-hydroxy-8a-(hydroxymethyl)-3-methoxy-5,8-dihydro-4aH-naphthalene-1,4-dione
SMILESCOC1=CC(=O)[C@]2(CO)CC=C[C@H](O)[C@@H]2C1=O
InChIInChI=1S/C12H14O5/c1-17-8-5-9(15)12(6-13)4-2-3-7(14)10(12)11(8)16/h2-3,5,7,10,13-14H,4,6H2,1H3/t7-,10+,12+/m0/s1
InChIKeyKKUVCKAJCWKHQN-HNBZJPLGSA-N
MW238.24 g/mol
LogP-0.42
Rot. Bonds2

About (4aR,5S,8aR)-5-hydroxy-8a-(hydroxymethyl)-3-methoxy-5,8-dihydro-4aH-naphthalene-1,4-dione

(4aR,5S,8aR)-5-hydroxy-8a-(hydroxymethyl)-3-methoxy-5,8-dihydro-4aH-naphthalene-1,4-dione (PubChem CID 15525817) has the molecular formula C12H14O5 and a molecular weight of 238.24 g/mol. Its IUPAC name is (4aR,5S,8aR)-5-hydroxy-8a-(hydroxymethyl)-3-methoxy-5,8-dihydro-4aH-naphthalene-1,4-dione.

Molecular Properties

Compound Name(4aR,5S,8aR)-5-hydroxy-8a-(hydroxymethyl)-3-methoxy-5,8-dihydro-4aH-naphthalene-1,4-dione
PubChem CID15525817
Molecular FormulaC12H14O5
Molecular Weight238.24 g/mol
Exact Mass238.08
IUPAC Name(4aR,5S,8aR)-5-hydroxy-8a-(hydroxymethyl)-3-methoxy-5,8-dihydro-4aH-naphthalene-1,4-dione
SMILESCOC1=CC(=O)[C@]2(CO)CC=C[C@H](O)[C@@H]2C1=O
InChIInChI=1S/C12H14O5/c1-17-8-5-9(15)12(6-13)4-2-3-7(14)10(12)11(8)16/h2-3,5,7,10,13-14H,4,6H2,1H3/t7-,10+,12+/m0/s1
InChIKeyKKUVCKAJCWKHQN-HNBZJPLGSA-N
XLogP-0.42
TPSA83.83 Ų
H-Bond Donors2
H-Bond Acceptors5
Rotatable Bonds2
Heavy Atoms17
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500238.24
LogP ≤ 5-0.42
H-Bond Donors ≤ 52
H-Bond Acceptors ≤ 105

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'isolated_alkene', 'substructure': 'N/A'}

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Related Compounds

(4aS,5R,8aR)-8a-(2-hydroxyethyl)-3,5-dimethoxy-5,8-dihydro-4aH-naphthalene-1,4-dione
CID 135010545
(1S,2S,5R,6R)-8-methoxy-1-methyltricyclo[4.4.0.02,5]deca-3,8-diene-7,10-dione
CID 10932574
(1R,2S,7S,8R)-1-(2-bromoprop-2-enyl)-5-methoxy-2-methyltricyclo[6.2.1.02,7]undeca-4,9-diene-3,6-dione
CID 102515851
4-methoxy-1-prop-1-enyl-7-oxabicyclo[4.1.0]hept-3-ene-2,5-dione
CID 163014231
3-methoxy-6,6-dimethylpyran-2,5-dione
CID 130027764
6,18-dimethoxyheptacyclo[10.8.0.01,17.02,11.05,9.09,14.010,13]icosa-4,6,16,18-tetraene-3,8,15,20-tetrone
CID 102585768
(4aR,8S,8aS)-2-methoxy-8,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
CID 15783867
(7R,8R)-3-methoxy-7,8-dimethylbicyclo[4.2.0]oct-3-ene-2,5-dione
CID 5314441
(4bS,8R,8aR)-8-(hydroxymethyl)-2-methoxy-4b,8-dimethyl-5,6,7,8a,9,10-hexahydrophenanthrene-1,4-dione
CID 11012158
(3R,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-methoxyoxan-4-one
CID 135043917
(1S)-3-methoxy-1,7,8-trimethylbicyclo[4.2.0]oct-3-ene-2,5-dione
CID 5314443
4,5-dihydroxy-3-methoxy-5-methylcyclohex-2-en-1-one
CID 72828494

Frequently Asked Questions

What is the IUPAC name of (4aR,5S,8aR)-5-hydroxy-8a-(hydroxymethyl)-3-methoxy-5,8-dihydro-4aH-naphthalene-1,4-dione?
The IUPAC name of (4aR,5S,8aR)-5-hydroxy-8a-(hydroxymethyl)-3-methoxy-5,8-dihydro-4aH-naphthalene-1,4-dione (CID 15525817) is (4aR,5S,8aR)-5-hydroxy-8a-(hydroxymethyl)-3-methoxy-5,8-dihydro-4aH-naphthalene-1,4-dione.
What is the SMILES notation for (4aR,5S,8aR)-5-hydroxy-8a-(hydroxymethyl)-3-methoxy-5,8-dihydro-4aH-naphthalene-1,4-dione?
The canonical SMILES for (4aR,5S,8aR)-5-hydroxy-8a-(hydroxymethyl)-3-methoxy-5,8-dihydro-4aH-naphthalene-1,4-dione is COC1=CC(=O)[C@]2(CO)CC=C[C@H](O)[C@@H]2C1=O.
What is the InChIKey of (4aR,5S,8aR)-5-hydroxy-8a-(hydroxymethyl)-3-methoxy-5,8-dihydro-4aH-naphthalene-1,4-dione?
The InChIKey is KKUVCKAJCWKHQN-HNBZJPLGSA-N. The full InChI is InChI=1S/C12H14O5/c1-17-8-5-9(15)12(6-13)4-2-3-7(14)10(12)11(8)16/h2-3,5,7,10,13-14H,4,6H2,1H3/t7-,10+,12+/m0/s1.
What are the key properties of (4aR,5S,8aR)-5-hydroxy-8a-(hydroxymethyl)-3-methoxy-5,8-dihydro-4aH-naphthalene-1,4-dione?
(4aR,5S,8aR)-5-hydroxy-8a-(hydroxymethyl)-3-methoxy-5,8-dihydro-4aH-naphthalene-1,4-dione has a molecular weight of 238.24 g/mol, XLogP of -0.42, 2 rotatable bonds, 2 hydrogen bond donors, and 5 hydrogen bond acceptors.
Where does this data come from?
All data for (4aR,5S,8aR)-5-hydroxy-8a-(hydroxymethyl)-3-methoxy-5,8-dihydro-4aH-naphthalene-1,4-dione is sourced from PubChem (CID 15525817), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).