(S)-(+)-gamma-Hydroxymethyl-gamma-butyrolactone

CAS 32780-06-6 · C₅H₈O₃ · MW 116.11 g/mol

About (S)-(+)-gamma-Hydroxymethyl-gamma-butyrolactone

(S)-(+)-gamma-Hydroxymethyl-gamma-butyrolactone is a chemical compound registered under number CAS 32780-06-6, with the molecular formula C₅H₈O₃, and a molar mass of 116.11 g/mol.

The molecule contains 16 atoms connected by 16 chemical bonds. The full systematic IUPAC name of this compound is (5S)-5-(hydroxymethyl)oxolan-2-one. The interactive 3D model above lets you view the spatial arrangement of the atoms — you can rotate it with the mouse, zoom with the scroll wheel, and switch between skeletal / Ball & Stick / Space Fill visualization modes.

In terms of physicochemical properties, the partition coefficient logP = -0.4 (negative value, a hydrophilic compound), polar surface area PSA = 46.5 Å², 1 donors and 3 hydrogen bond acceptors. These parameters are key when assessing bioavailability and interaction with biomolecules.

Chemical data for this compound comes from PubChem (NIH NLM NCBI), one of the world's largest chemical databases. All information is updated automatically and enriched with GHS hazard statement translations compliant with the CLP Regulation (EC 1272/2008). The widget above may be used for educational, research and commercial purposes.

Physicochemical properties

Molecular formula	C₅H₈O₃
Masa molowa	116.11 g/mol
IUPAC	(5S)-5-(hydroxymethyl)oxolan-2-one
SMILES	`C1CC(=O)O[C@@H]1CO`
InChIKey	`NSISJFFVIMQBRN-BYPYZUCNSA-N`
logP (XLogP3)	-0.4
PSA	46.5 Å²
HBD / HBA	1 / 3
PubChem CID	CID 2733813 ↗

GHS safety

Signal word: Warning

GHS07

H302 — Działa szkodliwie po połknięciu

H412 — Działa szkodliwie na organizmy wodne, powodując długotrwałe skutki

Scientific literature

Related literature

5 articles · 1 open access · Sources: PubMed, OpenAlex, Semantic Scholar

📈 Publication timeline (5 articles)

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2–Amino–9–((1S, 3R, 4R)–4–Hydroxy–3–(Hydroxymethyl)–2–Methylenecyclopentyl)–1H–Purin–6(9H)–One, 2–Amino–9–((1R, 3R, 4R)–4–Hydroxy–3–(Hydroxymethyl)–2–Methylenecyclopentyl)–1H–Purin–6(9H)–One, 2–Amino–9–((1R, 3R, 4S)–4–Hydroxy–3–(Hydroxymethyl)–2– Methylenecyclopentyl)–1H–Purin–6(9H)–One and 2–Amino–9–((1S, 3R, 4S)–4–Hydroxy–3–(Hydroxymethyl)–2–Methylenecyclopentyl)–1H–Purin–6(9H)–one–enhanced precatalyst preparation stabilization and initiation nano molecules

Alireza Heidari (2018) · Global Imaging Insights

Cytowania: 3Open AccessDOI ↗PDF ↗

Combined experimental and theoretical investigations on 9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,9-dihydro-6H-purin-6-one 4-nitrophenol (IPNP) molecule

R.V. Kabilan, C. Arunagiri, G.R. Ramkumaar et al. (2022) · Journal of Molecular Structure

Cytowania: 4$ PaywallDOI ↗

A Simple and Efficient Path for the Synthesis Antineoplastic Agent (2R,3R,4S,5R)-5-(6-Amino-2-Chloropurin-9-yl)-4-Fluoro-2-(Hydroxymethyl) oxolan-3-ol (Clofarabine)

Laxmi Kumari Nagarapu, Chithaluri Sudhakar, Suresh Babu Namana (2024) · Letters in Organic Chemistry

Cytowania: 1$ PaywallDOI ↗

PHOTOINDUCED-ADDITION OF METHANOL TO (5S)-(5-O-tert-BUTYLDIMETHYLSILOXYMETHYL)FURAN-2(5H)-ONE: (4R,5S)-4-HYDROXYMETHYL-(5-O-tert-BUTYLDIMETHYLSILOXYMETHYL)FURAN-2(5H)-ONE

(1998) · Organic Syntheses

Cytowania: 10$ PaywallDOI ↗

Photoinduced‐Addition of Methanol to (5S)‐(5‐O‐tert‐Butyldimethylsiloxymethyl)Furan‐2(5H)‐One: (4R,5S)‐4‐Hydroxymethyl‐(5‐O‐tert‐Butyldimethylsiloxymethyl)Furan‐2(5H)‐One

John Mann, Alexander C. Weymouth‐Wilson (2003) · Organic Syntheses

$ PaywallDOI ↗

Dane z PubMed (NIH NLM), OpenAlex (CC0), Semantic Scholar (AI2). AI Summary wygenerowane przez Semantic Scholar TLDR. Artykuły z ikoną wymagają płatnego dostępu.

Synonyms

(S)-(+)-gamma-Hydroxymethyl-gamma-butyrolactone · RefChem:407632 · 680-050-3 · 32780-06-6 · (s)-5-(hydroxymethyl)dihydrofuran-2(3h)-one · (5S)-5-(hydroxymethyl)oxolan-2-one · (S)-(+)-Dihydro-5-(hydroxymethyl)furanone · (s)-5-hydroxymethyldihydrofuran-2-one · (S)-(+)-Dihydro-5-(hydroxymethyl)-2(3H)-furanone · MFCD00066224 · (S)-(+)-5-Hydroxymethyltetrahydro-2-furanone · (S)-(+)-4,5-Dihydro-5-hydroxymethyl-2(3H)-furanone · (s)-5-(hydroxymethyl)-dihydrofuran-2(3h)-one · (5S)-(+)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one · (S)-(+)-2',3'-Dideoxyribonolactone

Data sources

📊 PubChem CID 2733813 — NIH
🔬 NIST WebBook — spektroskopia
🌐 Wikidata
💊 ChEMBL — bioaktywność

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